Betting On Yourself: Recent Episodes

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Being nice at all costs will do nothing but leave you with resentment at the end of the day, which is why today’s guest advocates for practical optimism and kind candor instead. In this inspiring episode of Betting on Yourself, we are joined by the inimitable Gary Vaynerchuk, a born entrepreneur, chairman of VaynerX, and CEO of VaynerMedia. Gary fills us in on his entrepreneurship journey, starting at the ripe age of six, and explains how betting on himself from a young age has continued to pay off throughout his life. We discover how he decides where to place his bets, how he handles criticism, and why he chooses to live his life in the “purple.” Gary also shares his take on the fine line between optimism and delusion and why he feels it’s dangerous to coddle your kids. Tune in to hear all this and more, including Gary’s top tips for creating authentic content and comporting yourself with kind candor!

Key Points From This Episode:

• What “betting on yourself” means to Gary Vaynerchuk.
• How betting on himself from a young age has paid off.
• Examples of how trusting his intuition has served him.
• How he draws on history to make decisions about where he places his bets.
• Why Gary considers NFTs to be a profound technology.
• How he handles criticism.
• Gary shares his most significant moments of betting on himself.
• His courage to be misunderstood and take judgment in his stride.
• Why he lives his life in the purple, politically speaking.
• The danger of over-coddling your kids.
• The fine line between optimism and delusion.
• The gift of parenting with practical optimism.
• Gary’s tips for creating authentic content.
• What success means to him at this stage of his life and career.
• The dangers of being nice at all costs.
• The value of kind candor.

Links Mentioned in Today’s Episode:

Gary VaynerchukGary Vaynerchuk on LinkedInGary Vaynerchuk on TwitterGary Vaynerchuk on InstagramVaynerXMichael Redd22 Ventures

Stories and Strategies for Public Relations
Communication is in every facet of our daily business.
Listen on: Apple Podcasts Spotify

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Betting on yourself takes courage and you might not always win, but if you take the losses and try to persevere, the wins will be so much sweeter. Today’s guest has truly gone through it all regarding founding startups and is refreshingly honest about the challenges, making it his mission to help other founders navigate the tricky and mysterious terrain of startups, with a focus on self-care and cumulative success. Wil Schroter is an entrepreneur and the Founder and CEO of Startups.com. He has founded no less than seven startups and after pushing through multiple failures, he is finally at a place where he is content. Wil tells us what ‘betting on yourself’ means to him and he takes us back to a moment when he made the biggest bet on himself. We discover what gives him the impetus to create, how his difficult childhood bread a survivor’s instinct, why he believes that school is not for everybody, and how he is able to stay motivated during difficult times. In our conversation, we unravel the nuances within entrepreneurship as a glamourized profession and explore some of the common misconceptions about startups. You’ll get a better understanding of the founder/investor dynamic, why innovation in raising capital is a necessity during a recession, how the internet has changed over the past 25 years, and why self-care is essential for any entrepreneur. We end by discussing the curse of 37, what Wil is currently working on, and the advice he would give to his 16-year-old self. If you're looking for a candid account of what it’s really like to build a startup, this episode is for you!

Key Points From This Episode:

• Introducing today’s guest, the Founder, and CEO of Startups.com, Wil Schroder
• A shoutout to Wil for helping out host launch his investment career.
• What ‘betting on yourself’ means from Wil’s perspective.
• The moment when he took a massive bet on himself.
• Where he got the impetus to invent and create.
• A difficult childhood and betting on yourself as a means of survival.
• Why Wil believes that school is not for everybody, but learning is.
• The nuances within entrepreneurship as a glamourized profession.
• What helps our guest push through difficult times: unadulterated fear.
• Common misconceptions around entrepreneurship.
• How he was motivated at the beginning of his entrepreneurial journey.
• Understanding the founder/investor dynamic.
• Why you need to be innovative in raising capital during a recession.
• How the internet has been revolutionized in the past 25 years.
• Wil’s initial response to the first signs of success.
• Why self-care is important for any entrepreneur.
• The curse of 37 and how a severe panic attack changed everything for Wil.
• His current business with other entrepreneurs.
• Our guest's natural affinity as a creative and his love for building.
• The advice Wil would give to his 16-year-old self.
• The happiness and content that Will now feels!

Links Mentioned in Today’s Episode:Wil Schroter on TwitterWil Schroter on InstagramWil Schroter on LinkedInStartups.com

Stories and Strategies for Public Relations
Communication is in every facet of our daily business.
Listen on: Apple Podcasts Spotify

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Today is a very special episode as we welcome to the podcast NBA legend and friend of the host, Cuttino Mobley. Cuttino mentored our host during their playing days, and after giving us his definition of ‘betting on yourself,’ he talks about the responsibility of blessing others when you’ve been blessed with unique gifts and talents. He explains how the talent-filled city of Philadelphia influenced his extraordinary career and what it was like being groomed by the likes of Scottie Pippen, Hakeem Olajuwon, and Charles Barkley. Cuttino tells us about the pain he experienced not being considered in the first-round draft and the joy he felt after being picked in the second. Our guest then reveals the secrets to succeeding at such a high level, why you need to obsess over what you want to become, and how he has gone on to help other men become the best version of themselves. In a moment of vulnerability, Cuttino opens up about his premature retirement and what it has been like transitioning into The Big3. To find out more about how basketball has changed as a game, how to move past mental incarceration, and how death can unify a brotherhood, tune in now to listen to the inspirational Cuttino Mobley!

Key Points From This Episode:

• Introducing our guest, NBA legend and friend, Cuttino Mobley.
• How Cuttino mentored and encouraged our host while they were playing in the NBA.
• Our guest’s definition of ‘betting on yourself’.
• The responsibility to bless other people when you have unique gifts and talents.
• Looking back at his life and the time when Cuttino took the biggest bet on himself.
• How the talent-filled city of Philadelphia influenced his journey and career.
• Cuttino walks us through his decision to join Rhode Island.
• The feeling of missing out on the first-round draft and being selected in the second.
• What it was like playing with and being mentored by Scottie Pippen, Charles Barkley, and Hakeem “Dream” Olajuwon.
• The level of focus required to succeed at the highest level: be obedient to your discipline.
• Obsessing over the thing you want to become and studying it.
• The impact coach Rudy Tomjanovich had on Cuttino’s career.
• How basketball is different now from when our guest and host played the game.
• What it was like for our guest to sign a mega-deal after being a second-round pick.
• Cuttino’s thoughts around his premature retirement from basketball.
• How he transitioned into The Big3 and what he’s experienced during his involvement.
• Kobe’s passing and how the NBA brotherhood has strengthened as a result.
• Mental incarceration and how men need to start being okay with not being okay.
• Why Cuttino loves fatherhood and helping men become the best version of themselves.
• The advice he would give to his six-year-old self.

Links Mentioned in Today’s Episode:

Cuttino Mobley on TwitterCuttino Mobley on InstagramCuttino Mobley on LinkedInSean Colson on TwitterTyson Wheeler on TwitterCameron Pooler on Instagram

Stories and Strategies for Public Relations
Communication is in every facet of our daily business.
Listen on: Apple Podcasts Spotify

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You can't control what happens to you in life, but you can control how you choose to respond. Today, we are joined by a true American hero who knows this all too well: former US Navy SEAL Commander Dan Cnossen. Thanks to his sheer mental resilience, Dan overcame the monumental setback of losing both of his legs in combat in Afghanistan in 2009, going on to become a seven-time Paralympic medalist, a three-time Paralympian, and the Best Male Athlete of the 2018 Paralympic Games. During our conversation, Dan shares his story and highlights the critical role that goal setting has played in his life. Tuning in, you'll find out how the intensity of his Navy SEAL training taught Dan to incorporate short-term goals and keep the fire of motivation alive, as well as how it prepared him for the challenges of turning his life around post-injury. We also discuss the powerful sense of agency that comes with choosing how you respond to events beyond your control, the importance of doing what you love, and so much more! Make sure you don't miss this inspiring interview with a man who bet on himself, put in the work, and proved to all of us that anything is possible.

Key Points From This Episode:

• What it means to Dan to bet on himself: having faith in himself and trusting the process.
• The strong values and work ethic his family instilled in him from a young age.
• A reflection on what inspired Dan’s decision to serve his country as a Navy SEAL.
• Find out how goal-setting has been a source of motivation for Dan.
• Dan speaks candidly about the moment he lost both his legs to an IED in Afghanistan.
• Unpacking the grit and resilience it took for him to overcome this monumental setback.
• How pain forced him to narrow his focus, shift his perspective, and create momentum.
• The power that can come from choosing how you respond to events beyond your control.
• What drew Dan to the cross-country skiing and marksmanship of the biathlon.
• Crossovers between his Navy SEAL training and training for the Paralympics.
• Insight into the attitude that Dan adopted when he received the Purple Heart medal.
• What’s next for Dan as he retires from the biathlon to focus on telling his story.
• The advice he would give his 16-year-old self: do what you love!

Links Mentioned in Today’s Episode:Dan CnossenDan Cnossen on LinkedInMichael Redd22 Ventures

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"If you don't believe in yourself, who else will?" Inspired by his hardworking single mom, Corey Avinger has been betting on himself since day one, whether in school, sports, or business. After constantly being in the minority before college, the impact that attending an HBCU (Historically Black Colleges and Universities) had on Corey drove him to found an apparel company called Support Black Colleges. The company's mission is to uplift, support, and encourage others to attend HBCUs, and in the past two years, the phrase 'support Black colleges' has been Googled more than ever before (a fact that Corey is very proud of and rightly so!). Tune in today to hear about how Corey and his company have contributed to the HBCU community and the ups and downs he has experienced along the journey to get to where he is today!

Key Points From This Episode:

• Why we shouldn't look outside of ourselves for approval.
• How Corey's fundraising campaign to get back into college took off.
• Corey shares how his mom inspired him to bet on himself.
• The gift that Corey has for connecting with people.
• Origins of Support Black Colleges, Corey's apparel company.
• Some of the goals that Corey has achieved in the past few years.
• An example of the positive mindset with which Corey approaches a challenge.
• The importance of influencer marketing to Support Black Colleges.
• How attending Howard University (an HBCU) impacted Corey's life.
• A Google statistic that Corey is very proud of.
• The value of connecting with people face-to-face.
• Corey's definition of leadership.
• Why entrepreneurship isn't for everyone.
• Corey shares what keeps him motivated.
• Advice from Corey to his 16-year-old self.
• The importance of practicing self-care.

Links Mentioned in Today's Episode:

Support Black Colleges
Support Black Colleges on Instagram
Corey Arvinger
Corey Arvinger on Instagram
Teyana Taylor
Michael Redd
22 Ventures

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Welcome back to Betting on Yourself! Today’s guest, Doug Ulman, who has survived cancer, not once, but three times, has used his unique experience to make a profoundly positive impact on the world by making a career out of fighting cancer. Doug is the former CEO of Livestrong, a founder of the Ulman Foundation, and the current CEO of Pelotonia. During today’s conversation, he tells his own story, inspiring listeners to believe that anything is possible. We hear about his work as a leader within Pelotonia, and the unlikely experiences he had climbing Kilimanjaro, meeting Dan Rather, and coming to understand the incredible value of self-care. Doug believes that if you don’t take care of yourself, you can’t function effectively, and you definitely can’t lead! Sometimes you learn this lesson the hard way, but it’s not selfish to take time for yourself, and if you don’t, you end up in a downward spiral. Join us to hear more from today’s amazing guest!

Key Points From This Episode:

• An introduction to today’s guest: three-time Cancer survivor, former CEO of Livestrong, a founder of the Ulman Foundation, and the current CEO of Pelotonia, Doug Ulman.
• What betting on yourself has meant to Doug in his life: anything is possible!
• How being diagnosed with cancer has brought an incredible long-term benefit into his life.
• Why it is impossible not to ask the question of ‘why me?’ when you are diagnosed with cancer.
• Why it is beneficial to overcome this phase quickly: you may never know!
• The debt of gratitude he owes his parents for teaching him the values of service and gratitude.
• How having had cancer has altered his relationship with fear.
• Why the shock of being diagnosed with cancer showed him that anything is possible.
• His experience of being on a team while playing sports and how it made him an optimist.
• Choosing to be transparent with his audience as the CEO of Pelotonia.
• The platform that Pelotonia provides for people to share stories and make a difference.
• The privilege of being a leader within Pelotonia.
• His predictions for the future of nonprofits and why the separation between businesses is not sustainable.
• The importance of self-care in all the work that he is doing and how he came to realize that it isn’t selfish.
• The phrase ‘walk if you can, run if you must’ from soccer, and how it has inspired him.
• Doug shares the Dan Rather story.
• Climbing Kilimanjaro and how team spirit helps us to move forward.
• Advice he would give to himself: know that challenges you face seem much bigger at the time than before you overcome them.
• How exercise acts as a way to escape the chaos of the world for Doug.
• Where to find Doug Ulman online.

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Links Mentioned in Today’s Episode:

Dan RatherUlman FoundationLivestrongPelotoniaDoug Ulman on TwitterMichael Redd22 Ventures

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Our guest today is none other than Don Yaeger, the multiple New York Times bestselling author, inspirational keynote speaker, executive coach, and so much more! In this episode, Don shares his journey of accidentally falling into journalism and going on to work his dream job as the Associate Editor of Sports Illustrated, before making a risky career pivot at age 45. You’ll learn about the challenges of his transition, the importance of being coachable, and what makes consistency the hallmark of greatness. Don has encountered some extraordinary people in his life, and he shares his remarkable experience of being mentored by the legendary Coach John Wooden, as well as the profound advice he received from Walter Payton in the last few weeks of his life. You’ll also hear a detailed account of the time he scored on Michael Jordan, plus so much more! Make sure not to miss this inspiring conversation about curiosity, humility, legacy, and everything in between!

Key Points From This Episode:

• Don Yaeger’s approach to bettering himself through curiosity.
• His inspiring story of betting on himself and making a career pivot at age 45.
• How he accidentally fell into a career in journalism and how it shaped him as a risk-taker.
• Don’s transitional experience of stepping out of his dream job.
• The value of coaching and the importance of being coachable.
• A common trait possessed by great athletes and coaches: the ability to manage adversity.
• Don’s perspective on leadership in these tumultuous times.
• His experience of being mentored by the legendary Coach John Wooden.
• What makes consistency the hallmark of greatness.
• The challenge of building a routine in today’s world.
• Invaluable advice Don received from Walter Payton in the last few weeks of his life.
• Don’s thoughtful approach to meeting and interviewing extraordinary people.
• Don recounts the time he scored on Michael Jordan.
• What ‘legacy’ means to him, both personally and professionally.
• His advice for his 16-year-old self: slow down!

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Links Mentioned in Today’s Episode:Don YaegerDon Yaeger on LinkedInDon Yaeger on InstagramDon Yaeger on TwitterMichael Redd22 Ventures

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Nick Potts was financially stable and working in a job that he loved when he got the itch to start his own thing. Armed with valuable experience from working in the healthcare sector and driven by his desire to have a meaningful impact on people’s lives, Nick emptied out his savings, moved into a trailer in his parent's backyard, and founded his first company, ScriptDrop. Taking the lessons that he learned from starting his first company two years ago, Nick went on to found a second startup, Gifthealth! In today’s episode, Nick explains how his two companies are transforming the healthcare industry by alleviating the pain points that prevent people from accessing the medication that they need. Nick also shares how his mindset has allowed him to get as far as he has, why fear is not a part of his vocabulary, the value that he places on building relationships, and the benefits of having “some level of almost arrogance” as an entrepreneur!

Key Points From This Episode:

• Nick shares what it means to him to bet on himself.
• The massive bet that Nick took on himself a few years ago.
• Valuable lessons about hard work that Nick learned from his mom and dad.
• Why Nick moved from Nashville to Ohio, and the first job he got after moving.
• The necessary amount of arrogance is required to be a successful entrepreneur.
• What excites Nick most about what he has created.
• How Nick’s experience at CoverMyMeds inspired him to found ScriptDrop.
• Lessons that Nick learned through the founding of ScriptDrop.
• Where Nick’s relationship with his co-founder began.
• The benefits of working with people who you enjoy spending time with.
• Statistics that highlight the scale of the medication distribution problem.
• The mission behind Gifthealth.
• Examples of the points of friction that prevent people from accessing the medication they need and how Gifthealth eliminates these points of friction.
• What drives Nick to do the work he does.
• Why raising funding for Gifthealth was so much easier than it was for ScriptDrop.
• How Gifthealth has grown since its founding.
• Nick’s approach to raising capital.
• A message from Nick to his younger self.
• Plans that Nick has for the future of Gifthealth.
• How the entrepreneurial ecosystem in Columbus has evolved since Nick moved there.

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Links Mentioned in Today’s Episode:

Nicholas Potts on LinkedInNicholas Potts on InstagramGifthealthGifthealth on InstagramScriptDropMichael Redd22 Ventures

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Joining us in conversation today is Lacey Picazo, award-winning creative and Founder of ZoCo Design. In this episode, Lacey fills us in on why we need to set our own table and approach entrepreneurship with humility. We discuss the implications of planning too far ahead and touch on how to manage fear when building a business. Lacey also guides us through the practical aspects of hiring and prioritizing culture, while balancing work life with home life. Lacey is someone who truly understands the human aspect of both design and business, with a focus on user experience, and who has a refreshing openness about challenges and values. If you’re wondering how to maintain valuable connections with both clients and employees while prioritizing what’s meaningful to you and avoiding overworking, this episode is for you.

Key Points From This Episode:

• An introduction to today’s guest, Lacey Picazo, founder of ZoCo Design.
• What ‘betting on yourself’ means to Lacey: realizing your own power.
• How wanting to do things differently motivated her to start her business.
• Why it is so important to be humble and ask for help.
• Managing fear and choosing not to focus on what could go wrong.
• The difference between UX and UI.
• The founding principles of ZoCO: human-centered design.
• Why she believes that experience is one of the number one drivers towards business and technology.
• The many hats you have to wear in the beginning phases of your business.
• How, as the business grows, you need to learn how to delegate and share responsibility.
• Hiring people who are smarter than you in order to make delegation easier.
• Why she would rather be a thought partner than constantly resolve problems.
• How she goes about intentional hiring, and what happens when you trade on your values.
• The value they place on growing the skillsets of their team members through training, round tables, and design assemble, as well as bringing experts in.
• Reinforcing values through human storytelling within ZoCo.
• Their target client: head of product at a customer-centric software company.
• Supporting female leadership within the workforce.
• Parenting, entrepreneurship, and business ownership.
• The role of peer feedback in supporting work-life balance and gaining perspective.
• Advice she would give to her 16-year-old self: ask yourself, is this something only I can do, is this something I want to do, and is this something that has to be done?
• ZoCo’s goal to work with amazing people seeking to solve problems.
• Lacey’s aim to be a visionary and to wear fewer hats within ZoCo, in order to find balance.

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Links Mentioned in Today’s Episode:

ZoCo DesignLacey Picazo on InstagramLacey Picazo on TwitterLacey Picazo on LinkedInMichael Redd22 Ventures

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Traditional capitalism forgets an important variable: happiness. Today's guest believes that the true purpose of business is to uplift the experience of existing, not to make owners wealthier or produce ever-cheaper goods and services, but to elevate others to elevate himself. Tuning in, you'll hear from entrepreneur, speaker, and bestselling author, David Meltzer about his life's mission to empower over one billion people to be happy! David is the co-founder of Sports 1 Marketing and formerly served as CEO of the renowned Leigh Steinberg Sports and Entertainment agency, which was the inspiration behind the movie Jerry Maguire. His simple yet powerful mission has led him on an incredible journey to provide one thing: value, and in all of his content and communication, that is precisely what you'll find! His books, Compassionate Capitalism, Connected to Goodness, and Game-Time Decision Making, blend spirituality with business insight to offer practical advice and helpful guidance for today's entrepreneurs. In this episode, we delve into David's extraordinary career and how his upbringing shaped his trajectory and outlook on life. He describes how adopting an abundance mindset has helped him contribute to society by sharing his wealth and success and how he learned the value of going the extra mile every day and what it takes to be a servant leader. If you're ready to uncover your potential and learn how to bet on yourself, this episode is for you! We hope you'll join us.

Key Points From This Episode:

• How David's life changed when his mother encouraged him to bet on himself.
• His mother's influence on his trajectory, both in business and in life.
• The extraordinary value of going the extra mile every day, not just once in a while.
• Discover where David's faith-based passion for people comes from.
• What it means to be a true servant leader and how David defines happiness.
• The important roles that identity and self-awareness play in "getting out of your own way."
• The five levels of betting on yourself: do, say, think, believe, and feel!
• Insight into the incredible challenges David has had to overcome along the way.
• How to shift out of an ego-based consciousness and go from liability to accountability.
• The critical role that self-awareness and introspection play on this journey.
• The biggest lesson (not regret) that David took from his journey: ask for help!
• Hear the remarkable story of how David came to partner with Warren Moon.
• What is next for David, from more content plays to more mastermind teachings!

Tweetables:

"My life changed when my mom said one thing to me. She said, 'David, what are you ever going to invest in if you're not going to invest in yourself? Why are you ever going to bet on if you're not going to bet on yourself?'" — @davidmeltzer [0:02:28]

"To be a true servant leader, you have to be an intelligent follower, number one, which means you have to have gratitude, forgiveness, and accountability in your daily practices. Beyond being an intelligent follower, you have to go the extra mile every day." — @davidmeltzer [0:07:23]

Links Mentioned in Today's Episode:David Meltzer
David Meltzer Email
David Meltzer on Twitter
David Meltzer on LinkedIn
David Meltzer on Instagram
Compassionate CapitalismConnected to Greatness

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The road to success in the world of entrepreneurship is not easy, and it is definitely not clear. It takes a strong determination and commitment to your goals to navigate the unknown territories we will encounter along the way. Today, our guest is such a great example of this kind of bravery and self-belief. David Shands is an author, speaker, community builder, and the man behind the incredibly popular Social Proof podcast! We had a great conversation today, unpacking David's attitude towards business, the emphasis he puts on achieving goals constantly, the role of his faith, and how he suggests people get over their fear of failure. David shares so much wisdom, touching on the process of evaluation, the constant rise of podcasting, and much more, so make sure to join us today!

Key Points From This Episode:

• David explores the idea of betting on yourself and his experiences of taking this kind of chance.
• The ethos of risk-taking and circumstances that gave David this ability.
• How David's faith has laid the foundation for his life and success.
• The transition that David made from working at The Cheesecake Factory into the world of entrepreneurship.
• Why David found himself starting his own podcast!
• Thoughts on commitment issues and how these can stand in the way of success.
• David weighs in on the concept of failure and common reasons for people missing their goals.
• Entrepreneurship and identity; David's thoughts on accepting weaknesses and finding ways to learn.
• A multilayered definition of success from David!
• How to stay mindful of the different demands we have on our time.
• The process of self-evaluation and the importance of this on a continual basis.
• David's thoughts on the idea of podcasts replacing music!
• We get some insight into the morning meetups that David hosts.
• The advice that David would give his younger self about trust.
• David shares some of his goals for the future and what he still hopes to achieve.

Tweetables:

"I've always been genuinely curious about how people succeed in life and how they make money and things of that nature." — @Sleepis4Suckers [0:09:42]

"We should set our goals based on something we can control, which is the work, not the reward." — @Sleepis4Suckers [0:12:49]

"You definitely have to know who you are. But even more important is knowing who you're not." — @Sleepis4Suckers [0:13:56]

Links Mentioned in Today's Episode:

David Shands on Instagram
Social Proof Podcast
Sleep Is 4 Suckers
David Shands on Twitter
LeBron James
Los Angeles Lakers
Golden State Warriors
The Cheesecake Factory
Michael Redd
22 Ventures

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It can be tricky knowing when to bet on yourself, especially if you're at the start of a successful career and feel an inner calling to change course drastically. No one knows this better than today's guest Jason Y. Lee. Jason is the founder of Jubilee Media, a company that creates original videos about meaningful human experiences and strives to create a movement of young changemakers through radical empathy. When Jason decided to pursue content creation full-time, he worked at a prestigious consulting firm and earned a six-figure salary. It took a lot of courage to leave all that behind when YouTube was only starting as a platform. In our conversation, Jason talks about how he made the difficult decision to bet on himself, what motivated him, and why his definition of success is by making a positive impact. He describes how being the son of immigrant parents shaped his worldview, hopes that their children would follow a more conventional path, and why their decision to come to America is a crucial example of betting on yourself. Tuning in, you'll hear Jason break down how he founded Jubilee Media, the intense soul searching that preceded it, and the vital role his wife played in its growth and success. By betting on himself, Jason has built an incredible business, connecting people when our political divisions are at a historic high. We hope you'll join us for this inspiring conversation full of valuable insights and radical honesty!

Key Points From This Episode:

• Introducing today's guest Jason Y. Lee, founder of Jubilee Media.
• What it has meant for Jason to bet on himself and pursue a non-traditional path.
• How Jason's parents bet on themselves but wanted a more conservative trajectory for their children.
• Jason's definition of success and why it's all about having a positive impact.
• The challenge of embracing our own identity and not being defined by the expectations of others.
• The early success Jason experienced in life and business while working at Bain and what it meant for him to listen to his inner voice.
• How to determine what you want and when to listen to your inner voice.
• The monumental decision Jason and his brother made to quit their respective jobs and create Jubilee Media.
• The mindset you need to have when facing doubt and fear.
• Why Jubilee Media is all about radical empathy and creating human connection.
• Jason's thoughts on being named an influencer of the year and why he is trying to shed the need for validation.
• How the COVID-19 pandemic affected talent retention and company culture.
• Hear what Jubilee Media has coming up, including a new documentary!

Tweetables:

"I think, for me to have bet on myself, it really means I have pursued what I think my true calling on this earth was, and it was to create something that would make an impact. I think for every person that looks different, but I'm really proud of myself for having done so." — Jason Y. Lee [0:03:00]

"I think fear sometimes is a very strong indicator of what you actually should be moving towards, rather than away from." — Jason Y. Lee [0:16:38]

"I think, especially now in 2022, this is something that we so desperately need as we look at polarization, as we look at race relations, as we look at globalization. I think so often; we fail to remember that we have far more in common than we might think." — Jason Y. Lee [0:24:54]

Links Mentioned in Today's Episode:

Jason Y. Lee on LinkedIn
Jubilee Media
Jubilee Media on LinkedIn
Jubilee Media on Instagram
Michael Redd
22 Ventures

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Today's episode is all about how coming together can create a rising tide for everyone, and building bonds that can support us all as we move forward through the uncertainties of life and business. Joining Michael on the show today is Tom Krouse, the CEO of Donatos, and Ron Jordan, the CEO and Chairman of Jordan Hospitality Group! We get to talk about the special partnership between today's panel, and why it goes beyond the simple definition, to something more like family. The conversation covers a great deal of ground with these two inspiring individuals, touching on the importance of culture and a nurturing environment, our guest's histories, professional challenges in the last couple of years, as well as their aspirations going forward with their partnership. The theme of community is a recurring one, with both Tom and Ron touching on how important it has been to them and their development over their careers. We also talk a little about the ethos at Donatos and how innovation and consistency have driven their Founder, Jim Grote to establish such a strong brand. To hear it all, and take part in a fabulous conversation with Ron and Tom, be sure to press play!

Key Points From This Episode:

• An introduction to the partnership that has brought us together for today's episode!
• The family values that Tom brings into his work and business.
• Ron's early memories of his grandfather and how this inspired his work ethic and determination.
• Tom's reflections on navigating the last two years and the challenges of the pandemic.
• We hear from Ron about dealing with adversity at this point in his career.
• The seeds of Ron's involvement and partnership with Donatos.
• Innovation and consistency at Donatos; how Jim Grote prioritized delivering to his customers.
• Looking to the future and finding the best route for growth at Donatos and beyond.
• Challenges in scaling a business like Donatos, that has strict standards of quality.
• Why impact is at the top of Ron's list and his ongoing mission in his career.

Tweetables:

“We’re not perfect and we make mistakes all the time. But that doesn’t mean we change our standards. We just dust ourselves off and we continue with a set of ideals.” — Tom Krouse [0:08:41]

“It’s all about who you work with. That’s what makes it fun. The partnerships are everything.” — Michael Redd [0:10:21]

“If you’re going to do it and you’re going to be the best at it, you should make sure you’re the one that reaps that benefit. With that, also reaps the losses that come with that too.” — Ron Jordan [0:12:07]

“We want to continue to bring in the people that are going to help us be relevant to the broadest audience. It’s exciting and it’s fun.” — Tom Krouse [0:32:40]

“What continues to drive me is the overall ability to impact people. The mission is impact.” — Ron Jordan [0:35:16]

Links Mentioned in Today’s Episode:

Ron Jordan on LinkedIn

Tom Krouse on LinkedIn

Donatos

Jordan Hospitality Group

Donatos on Instagram

Jim Grote

Alex Shumate

Grote Company

Sonoma Flatbreads

Red Robin

Michael Redd

22 Ventures

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Title: Coach Scoonie Penn: How to Walk Into the Unknown (and Win)

Artist: Michael Redd

Scoonie Penn, former college and professional basketball player, Director of Player Development at the Ohio State University, and Assistant Coach for the NBA’s Memphis Grizzlies, joins Michael on the podcast today.

“People will tell you that you’re not capable, or that it’s not going to work, but you need to believe in your own strengths and abilities. I love betting on myself.” - Coach Scoonie Penn

They discussed Scoonie’s long and successful career in basketball, walking into the unknown, how he grew up at a young age, going to the NCAA Final Four, the NBA Draft and playing in Europe, and his natural talent for leadership.

As you’ll hear, Coach Penn is a fearless, hilarious, and Godly man. His version of betting on himself has always been about going all in, taking extreme responsibility, and being able to look at himself in the mirror at the end of each day.

In this episode Michael and Coach Penn talked about:

• What betting on yourself means to him
• Pushing himself at a young age
• Being a leader within his family and in sports
• How he began to surpass his peers in playing
• What his best coaches did for him
• How to do the work when you can’t work
• The NBA draft and his time in Europe
• His future goals as a coach
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Coach Penn on Instagram
• Michael Redd on Instagram

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Title: Thaddeus Young: Doing Whatever it Takes

Artist: Michael Redd

Thaddeus Young is a legendary Georgia Tech Alum, Power Forward for the San Antonio Spurs, accomplished entrepreneur, and founder of the Young for Youth foundation, joins Michael on the podcast today.

“There’s no running, there’s no hiding, I’m doing whatever it takes.” - Thaddeus Young

They discussed Thad’s career as a professional athlete in the NBA, his tough childhood growing up in Memphis, the influence of his extraordinary mother, his incredible longevity at the pinnacle of athletic competition, and his remarkable success as an entrepreneur.

Thad is a talented, even-keeled, relentless, and humble man of faith. He’s also a guy with a BIG heart. You can hear it in his voice, how grateful he is for his life, his family, and his friends.

In this episode Michael and Thaddeus Young talked about:

• What betting on yourself means to him
• His tough upbringing in Memphis
• The business influence of his uncle
• His greatest inspiration in life
• Leaving college basketball after one year
• His early entry into the NBA Draft
• What it was like to finally get into the NBA
• His struggle to make his mark in the early years of playing
• How he handles adversity
• How playing the game has changed over 15 years
• His drive as an entrepreneur
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Thaddeus Young on Instagram
• Michael Redd on Instagram

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Title: T.J. Ford: The Willingness to Risk Everything

Artist: Michael Redd

T.J. Ford, former NBA point guard, founder of the T.J. Ford Academy, and -- most importantly -- my former Bucks teammate, joins Michael on the podcast today.

“You need to be willing to risk everything if you want to be the best in the world.” - T.J. Ford

They discussed T.J.’s career and mindset as a professional athlete, his origins playing 3-on-3 in the early years, his first “break” as a player, his incredible high school years, the long road to the NBA, and his inspiring post-retirement work with the T.J. Ford Academy.

As you’ll hear, T.J. is a very cool, courageous, and Godly man. His version of betting on himself was always about doing everything he could to take care of his family, even in the face of serious physical challenges.

In this episode Michael and T.J. talked about:

• What betting on yourself means to him
• What it meant coming from a basketball family
• Who inspired him as a young man
• His two high school championships
• His early struggle with spinal stenosis
• The importance of making bold decisions
• His viral moment, before viral moments existed
• How he approached the NBA as an underdog
• The mindset of the epic comeback
• How he thinks he’d fare in today’s NBA game
• The story of the T.J. Ford Academy
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• T.J. Ford on Instagram
• Michael Redd on Instagram

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Title: Tzvi Twersky: If You Don’t Bet On Yourself, Who Will?

Artist: Michael Redd

Tzvi Twersky, legendary marketer in the sports world and now sports marketing lead at Tik Tok, joins Michael on the podcast today.

“If you don’t bet on yourself, who will?” - Tzvi Twersky

They discussed Tzvi’s incredible career as a writer, editor, publisher and world class marketer, how he started from nothing, his close working and personal relationship with Kobe Bryant, our take on winning an NBA championship vs. playing on the US Olympic Team, and the love of our true national game: basketball.

Tzvi is an insanely creative, talented, and driven man. He’s also a man of amazing spirit. He’s one of those people that others respect AND love, which is a rare combination in the brutal world of business.

In this episode Michael and Tzvi Twersky talked about:

• What betting on yourself means to him
• How he got his first job as a sports writer
• The “angle” that took him to the pinnacle of pro sports
• How to get where you want to be
• Why he invests in people and relationships first
• Who inspired him the most as a young man
• His friendship and work with Kobe Bryant
• What people don’t know about NBA players
• His current work with Tik Tok
• What continues to drive him every day
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Tzvi Twersky on Instagram
• Michael Redd on Instagram

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Title: Iyin Aboyeji: The Challenges are Always The Opportunities

Artist: Michael Redd

Iyin Aboyeji, named one of the Top 100 most influential Africans by New African magazine, and co-founder of Andela, Flutterwave, and Future Africa, joins Michael on the podcast today.

“The challenges are always and forever the opportunities.” - Iyin Aboyeji

They discussed Iyin’s decision to commit his talents and career to the future of Africa instead of Silicon Valley, honing his professional goals, his incredible startup success, building the first “unicorn” company on the African continent, and his childhood growing up as a Pastor’s kid.

Iyin is a man of true and deep faith, and one who is extremely accomplished in business. His transformative vision for the future of Africa is incredibly inspiring and completely practical. This is a special episode of the podcast.

In this episode Michael and Iyin Aboyeji talked about:

• What betting on yourself means to him
• His original desire to be accepted by Silicon Valley
• His ultimate commitment to Africa
• Thinking about the challenges in Africa
• His incredible success in multiple startups
• What it’s like growing up as a Pastor’s kid
• Lessons learned from his mother and father
• His vision for the future of Africa
• Building the first “unicorn” company in Africa
• The aggregation of capital and the allocation of capital
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Iyin Aboyeji on Twitter
• Michael Redd on Instagram

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Title: Coach Chris Holtmann: Choose to Challenge Yourself

Artist: Michael Redd

Chris Holtmann, Head men’s Basketball coach at The Ohio State University and former All-American basketball player at Taylor University, joins Michael on the podcast today.

“I have not been afraid to take risks.” - Coach Chris Holtmann

They discussed Coach Holtmann’s lifetime decision to always challenge himself and avoid comfort, the importance of great mentors, the unbelievable faith and grit of his wife, and his unorthodox path to becoming a world-class basketball coach.

Chris is a humble, intelligent, and extremely accomplished man who has taken interesting and unconventional risks his entire life. His story can help us all to remember that our futures are in God’s hands, we only need to do our very best every day, then leave the rest to Him.

In this episode Michael and Coach Holtmann talked about:

• What betting on yourself means to him
• Why he’s never been afraid of risk
• How his family has impacted his life choices
• His greatest professional influences
• The importance of service and humility
• Why no task is beneath the truly great
• Why he took a “step back” in order to go forward
• Your responsibility is consistent and daily work
• The reality of seeking out a major coaching job
• The days of “transactional coaching” are over
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Coach Holtmann on Twitter
• Michael Redd on Instagram

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Title: Kevin Poston: Don’t Cheat Yourself

Artist: Michael Redd

Kevin Poston, legendary sports agent for over 30 years, sports marketing expert, named by Sports Illustrated as one of the most influential minorities in sports, and Michael’s beloved agent during his time in the NBA, joins Michael on the podcast today.

“My father was the greatest man I’ve ever met. Nobody else even comes close. And my mother? My mother was my heart.” - Kevin Poston

They discussed Kevin’s extraordinary professional and personal life, his early failures that led to incredible success, our professional relationship and the NBA, the influence of his parents, his decision to go to law school, and his rise to becoming one of the greatest sports agents in the world.

Kevin is a man who is full of hard-won experience and endless professional intelligence. He also cares. His passion and love for his family, his clients, and his work shines through his words. If you need an injection of practical wisdom, professional guts, and real love into your day, this is your episode.

In this episode Michael and Kevin talked about:

• What betting on yourself means to him
• What early failure taught him about himself
• His early entrepreneurial efforts
• How he learned his “why”
• His decision to go to law school
• The advice that changed the course of his life
• How his wife “out-negotiated” him
• His rise as a sports agent
• How he negotiated over one billion dollars in contracts
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Kevin Poston on Instagram
• Michael Redd on Instagram

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Jim Tressel, President of Youngstown State University and formerly head football coach of the Youngstown State Penguins and the Ohio State Buckeyes, joins Michael on the podcast today.

“It’s important to study others, but to become yourself.” - Jim Tressel

They discussed Jim’s life growing up poor, the incredible examples of his mother and father, his entrance into a lifelong and legendary career in teaching, sports, and leadership, and his deep, deep faith in Jesus Christ.

Jim is the very definition of a leader. He’s a man who has been through many trials and many successes, and I’m so glad he’s here to teach us what he knows.

In this episode Michael and Jim talked about:

• What betting on yourself means to him
• The importance of his mother and father’s example
• Studying the great players of his generation
• What he learned from the great John Wooden
• Why you have to be the best you can be
• The two biggest moments in his life
• Winning the game of life
• How he approached “the future”
• His transition from player to coach
• His long-term planning approach to coaching
• How he approaches pressure in life
• The mindset of forward progression
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Jim Tressel on Twitter
• Michael Redd on Instagram

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Maverick Carter, founder of SpringHill Company, where he creates some of the most culturally-inspired brands, entertainment, and products, joins Michael on the podcast today.

“It’s not about being able to do whatever we want to do, it’s about intention. If you have good intentions, the right intentions, rational intentions with the feeling of “the sky’s the limit” … then you absolutely have a shot at achieving everything you’ve ever dreamed of.” - Maverick Carter

They discussed Mav’s life growing up in Akron, OH, his internship at Nike, building his business, and playing high school basketball with LeBron James.

Maverick is a very smart, creative, and connected man. He’s built an incredible business and continues to create an entrepreneurial vision for the future, no matter what it brings.

In this episode Michael and Maverick talked about:

• What betting on yourself means to him
• The influence of his grandmother
• What he learned from playing cards
• His lifelong friendship with LeBron James
• His internship at Nike
• Building and growing SpringHill Company
• Why everyone needs a platform
• The pressure of delivering for your friends
• The moment he realized he could make it all happen
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Maverick Carter on Instagram
• Michael Redd on Instagram

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David Lee joins Michael on the podcast today. David is Executive Vice President at Samsung Electronics, Head of Samsung Next, an accomplished startup investor, and formerly a corporate attorney at Google.

“Growing up, my dad was an entrepreneur and he is an inspiration in many of my career and life choices. He invented the first fully automated fortune cookie machine. I decided to take a different path, and that’s when I realized what betting on yourself means.” - David Lee

David is a hyper-intelligent, experienced, talented, and accessible man. His pragmatic and hard-won wisdom is on full display in this episode. It’s extraordinary to hear him tell his story, as well as the story of the world we’re all living in.

If you’re in the middle of making a big life decision and wondering what you’re going to do, or if you need some very practical advice about starting a new venture in your life, this episode will resonate with you deeply.

In this episode Michael and David talked about:

• What betting on yourself means to him
• How he feels about Tom Brady leaving New England
• Using sports metaphors in business and branding
• The incredible technology his father invented
• Similarities between athletics and startups
• The “gym rat” mentality for founders
• Facing business with your back against the wall
• The type of individuals who succeed in startups
• His transition from university to the real world
• The speech that deeply resonated with him
• Going to law school without the intention of practicing law
• Learning what it takes to be great at what you do
• His basic investing thesis
• His story of surviving stage 4 cancer
• The advice he’d give his sixteen-year-old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• David Lee on LinkedIn
• Michael Redd on Instagram

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Alex Bente, former competitive tennis player, co-founder of leAD Sports (the world’s leading sports tech investment platform), and Principle of ADvantage Sports Tech Fund joins Michael on the podcast today.

“My great-grandfather was the founder of adidas. He was mostly just super-focused on innovation in sports and that looked very much different 100 years ago than it does today.” - Alex Bente

They discussed Alex’s life growing up in Switzerland, life and business lessons from the game of tennis, his legendary great-grandfather who founded adidas, and his hugely impressive career in business and investing.

Alex is a hilarious, serious, and successful man. His down-to-earth and extremely hard-working attitude shines through in everything he does, which is impressive for someone who came from such a successful family. He has never taken that privilege for granted, and he’s built an incredible legacy in his own right.

In this episode Michael and Alex talked about:

• What betting on yourself means to him
• His childhood growing up in Switzerland
• The legacy of his famous great-grandfather
• Business and life lessons from tennis
• Developing character through sports
• Why business is about being good and fair to others
• Overcoming the expectations placed on him
• The downsides of coming from a famous family
• The impact of COVID on sports tech investing
• The future of sports technology and investing
• The danger of overanalyzing opportunities in life
• The advice he’d give his sixteen-year-old self
• And a lot more!

If you're a fan of the show don’t forget to follow to hear new episodes and rate or review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Alex Bente on LinkedIn
• Michael Redd on Instagram

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Today, Michael welcomes Dionte’ Johnson on the podcast. He’s a former fullback for the NFL’s Arizona Cardinals and The Ohio State University Buckeyes, entrepreneur, founder of the Columbus, OH sneaker boutique Sole Classics and the brand development agency Canvaas.

“What I had to do was go back to the drawing board.” - Dionte’ Johnson

In this episode, they talk about Dionte’s childhood years, his college and professional football career, his love of Columbus, and his remarkably creative entrepreneurial career.

Dionte’ is what you’d call a real man, in the fullest, best sense of that word. He’s faced many challenges and changes with courage, grace, and an unrelenting, old-school work ethic.

In this episode Michael and Dionte’ talked about:

• What betting on yourself means to him
• His biggest inspiration growing up
• What he learned from his incredible mother
• Growing up the son of an NFL legend
• The road to professional football
• The setback that changed his life
• How he forged a brand new mindset
• His journey toward entrepreneurship
• His secret recipe for business success
• The importance of entrepreneurial vision
• Going back to the drawing board
• The joy of being a sneakerhead
• Staying tapped into the culture
• The advice he’d give his sixteen-year-old self

If you’re experiencing massive and uncomfortable change in your life, wondering what you’ll do next and how you’ll get it done ... this is your episode.

Don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Dionte’ Johnson on Instagram
• Michael Redd on Instagram

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Coss Marte, fitness trainer, author, and founder of ConBody, the prison style fitness bootcamp joins Michael on the podcast today.

“Betting on myself ... I feel like what I’ve done is born out of desperation. I think maybe my DNA is built a certain way, my mom is a hustler too. I saw her coming up from nothing and coming to America and giving us an opportunity here, you know, my brothers and my sister, to explore a better life. And we really took advantage of that, seeing that great role model in her.” - Coss Marte

They discussed Coss’ tough life growing up, his early entrepreneurial efforts and the money it brought him, his time in prison, the moment that changed his life, and his work to help those currently and recently incarcerated.

Coss is one of the most inspiring people Michael has ever met. He made bad choices in his youth, paid the price for those choices, and came out the other side as a disciplined, powerful man of faith that has dedicated his life to helping others.

In this episode Michael and Coss talked about:

• What betting on yourself means to him
• His entry into the world of drug dealing
• Making $2,000,000/yr. At 19 years old
• His delusions about what he was doing
• The six years spent in prison
• The untapped talent pool coming out of prison
• The moment in solitary confinement that changed his life
• The chapter from Holy Scripture that got him through
• How he realized his calling in life
• The struggle to find work after prison
• The birth of the ConBody brand
• The difficulties of doing business in the pandemic
• His advice for those who have lost hope
• The advice he’d give his sixteen year old self

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Coss Marte on Instagram
• Michael Redd on Instagram

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Erik Hersman, co-founder and CEO of BRCK (a 'backup generator for the internet'), technologist, investor, writer, Marine, and advocate of technological and entrepreneurial innovation in Africa, joins Michael on the podcast today.

“I like solving big problems, and there’s big problems to solve.” - Erik Hersman

They discussed Erik’s amazing life growing up in South Sudan and Kenya, the surprisingly difficult cultural transition he faced when moving back to the United States for college, and his spectacular entrepreneurial career.

Erik is an incredibly humble man, particularly for someone who has accomplished so much in his life. He displays a quiet kind of grit, one that’s infectious in a different way than we usually see from the flashy and charismatic leaders of Instagram. But make no mistake, Erik is an absolute world-class leader.

In this episode Michael and Erik talked about:

• What Betting on Yourself means to him
• The culture shock of moving from Africa to America
• His drive to build his own company
• What it takes to build something meaningful
• Facing failure, then going at it again
• How COVID affected his business
• What drew him to entrepreneurship
• How he looks for opportunities
• The immense talent that’s waiting for the world in Africa
• The future of technology in Africa
• The absolute necessity of entrepreneurship

If you're a fan of the show don’t forget to follow to hear new episodes and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Erik Hersman on Twitter
• Michael Redd on Instagram

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Ryan Day, Head Coach of The Ohio State University Football program, joins Michael on the podcast today.

They discussed Coach Day’s incredible career as a coach in the NFL and at The Ohio State University, a former college football player, his incredible spirit, and how to operate in a high-stakes world.

Coach Day is an inspiring, tough, and loving guy. Around him, you get the feeling that “everything’s going to be OK.” And that’s part of the reason why he’s been such a legendary and successful coach.

Coach Day is the type of man who runs toward the gunfire. He said, “If the game is on the line, I want to be in control.” As you’ll soon see, you’d want him to be in control in a tough situation. But he’s much more than just a tough guy, he’s a loving guy, he’s a brilliant guy, and he respects and cares for everyone around him.

In this episode Michael and Coach Day talked about:

• His definition of betting on yourself
• Taking on massive responsibility
• His college days playing football
• His early days as a college coach
• Coaching in the NFL
• Leading during the pandemic
• Mental toughness and grit
• Doing things the right way
• Dispensing tough love, for the right reasons
• Playing football without fans in the stands
• How Ohio has embraced him and his family
• His advice for his 16-year-old self
• And much more!

If you're a fan of the show don’t forget to follow to hear new episodes, and Rate or Review us wherever you tune in!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Coach Ryan Day on Twitter
• The Ohio State University Buckeyes
• Michael Redd on Instagram

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Peter Feigin, President of the NBA’s Milwaukee Bucks and formerly Vice President of Marketing for the New York Knicks and Director of Marketing at Six Flags, joins Michael on the podcast today.

They discussed his incredible career accomplishments at major brands, his rise from recruiter to President, handing out parking tickets in the Bucks lot, working for social justice in the epicenter of the global movement, and his unique leadership style.

When asked about what betting on yourself means to him, Peter said, “I played soccer and basketball, not overly blessed with athleticism. But you would say I kind of got to play through high school college with just grit and will and really like persistence and relentlessness. And I think the only thing anybody can control is their own effort and kind of their own dreams and where they want to go.”

Peter is a serious businessman and a hilarious friend. His is a story of grit, will, and great humor. If you need a shot of good inspiration (and a good laugh), listen to this episode! I guarantee you’ll find motivation and guidance from this remarkable man.

And if you're a fan of the show don’t forget to follow to hear new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Peter talked about:

• What betting on yourself means to him
• His path to the Milwaukee Bucks
• His “get it done” attitude
• Why no is never the final answer
• The embrace of the city of Milwaukee
• His unending love of gear
• His mentor relationship with Bucks players
• Operating in the Pandemic year
• His part in the social justice movement
• The importance of simple will and grit
• The advice he’d give his 16-year-old self
• And much more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Peter Feigin
• The Milwaukee Bucks
• Michael Redd on Instagram

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Former Israeli Defense Forces Soldier, political analyst, and current Director of Value Creation and Venture Capital Lead at Empower Africa, Caleb Zipperstein, joined host Michael Redd to talk about the power of small improvements, the unexpected twists and turns in his life, and what Betting on Yourself means to him.

“What does it mean to bet on yourself. I feel that a lot of the success I may have had in life is really a by-product of the people I’ve been fortunate to surround myself with, where it makes it so much easier to do things when you know that there’s an entire community surrounding you, that has your back.” – Caleb Zipperstein

Caleb is an investor, philanthropist, and world traveler with a total commitment to the people in his life (both near and far), as well as his unstoppable passion for truth.

He sees a clear vision of the future of entrepreneurship in Africa and is dedicated to placing his resources there and in Israel.

Michael says, “He’s a sage of sorts, and his vision of the world is absolutely infectious. He embodies the Betting on Yourself spirit and I can’t wait for you to meet him.”

And if you're a fan of the show don’t forget to Follow to hear new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Caleb talked about:

• The future of African Entrepreneurship
• His advice to his 16-year-old self
• The power of small decisions
• The critical importance of consistency
• A secret of selling (this is good)
• Focusing on the micro, not the macro
• And a lot more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Caleb Zipperstein
• Michael Redd on Instagram

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Legendary, 14-season veteran of the NBA, Corey Maggette, joined host Michael Redd to talk about the “no days off mindset,” leaving Duke early to chase his NBA dream, and stepping up his game to play with the most elite athletes on the planet.

“No one in the history of the Duke organization had ever left, especially as a freshman. And I felt at that time it was a great opportunity to pursue this dream that started when I was 12 years old at The Boys & Girls Club [of America], to bet on myself and see if I could make it in the NBA.” – Corey Maggette

Corey is a family man, former NBA standout, star player in Ice Cube’s BIG3 basketball league, and commentator for Fox Sports and the Los Angeles Clippers.

He was drafted by the Seattle SuperSonics in the first round of the 1999 NBA draft, and traded shortly thereafter to the Orlando Magic, where he played his rookie year. He went on to acclaim as an LA Clipper for the following nine seasons and took them to the playoffs in 2005-2006.

Corey is Michael’s former teammate and rival in the NBA, and friend of over 25 years (all the way back to high school!).

And if you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Corey talked about:

• What Betting on Yourself means to him
• Living by faith in Christ
• Moving forward without knowing the outcome
• Developing a strong work ethic
• Going all-in on basketball and academics
• What it was like to play for Duke coach Mike Krzyzewski
• Lessons on adversity and his rise to professional success
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Corey Maggette
• Michael Redd on Instagram

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Entrepreneur and Founder of The Roosevelt Coffeehouse, Kenny Sipes, joined host Michael Redd to talk about his winding path to entrepreneurship, jumping (and risking it all) without a net, and what it means to bet on himself.

“I was either going to plan a church … go be a missions pastor at another church, start a non-profit, social justice organization, or go work for one. And those were what was on the table.” – Kenny Sipes

Kenny Sipes – Founder and Executive Director of Redeeming Injustice (The Roosevelt Coffeehouse and Roosevelt Coffee Roasters) in Columbus, Ohio – is a former youth pastor, and current advocate for clean water, world hunger, and fighting human trafficking.

Kenny is a natural, and somewhat unconventional, storyteller. If you’ve ever wondered if your story is finished, if you’ve missed your calling, if time has run out, please listen to this episode!

And if you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Kenny talked about:

• How taking a leap of faith changed his life
• Lessons on the path from leaving youth ministry to creating a community around coffee
• How he worked himself out of his full-time barista gig as a unifier for social justice in Columbus, Ohio
• On good luck, better timing, and the fallacy of long-term planning
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• The Roosevelt Coffeehouse
• Kenny Sipes on LinkedIn
• Kenny Sipes on Twitter
• The Roosevelt Coffeehouse on Twitter
• Michael Redd on Instagram

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Allan Houston, two-time NBA All-Star, Olympic Gold Medalist, and Founder of social impact and leadership development company FISLL, rapped with host Michael Redd about his rise to becoming a top NBA player, and his subsequent successes, failures, and hard lessons learned.

“Relationships are the currency of life.” – Allan Houston

Allan is a legendary shooting guard from the Detroit Pistons and New York Knicks. In addition to making the 1999 NBA finals with the Knicks, he’s also served as GM and is currently a special assistant to the General Manager.

The two-time NBA All-Star, Olympic Gold Medalist, and philanthropist is also Founder of FISLL – based on the values of Faith, Integrity, Sacrifice, Leadership, and Legacy – created with a mission “... to engage, equip and inspire people to Live Better, Perform Better, and Lead Better.”

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Allan talked about:

• Allan’s commitment and devotion to mastery, on and off the court
• How confidence is built on preparation
• Why you have to show up with everything you have
• How to build a foundation for achievement (hint: maintain strong relationships)
• Why true success is about focusing on the details and being consistent every day
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Allan Houston
• FISLL
• FISLL on LinkedIn
• Allan Houston on Instagram
• Allan Houston on Twitter
• Michael Redd on Instagram

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President and owner of Columbus-based Uniglobe Travel Designers, Elizabeth Blount McCormick, spoke with host and friend Michael Redd about the art of approaching business (and life) without fear, why a “no” often leads to a better “yes,” and the importance of adopting a “no fear” attitude.

"Nothing beats a failure but a try. And the worst thing you can hear is a ‘no.’ But the one phrase I live by is ‘a no leads to a better yes’. There are times I’ve been told no, but that means something else was in store." – Elizabeth Blount McCormick

Uniglobe Travel Designers is a minority, women-owned travel management company with over 40 years of experience in the travel industry.

Elizabeth is a pioneering entrepreneur who has made her mark in multiple industries and the world as a whole. She is the recipient of too many civic and business honors to list here!

Elizabeth is a member of The Wellington School Alumni Board as well as the board of Mansion Day School. She is a member of the Women’s Leadership Council of United Way of Central Ohio, the Columbus Chamber Small Business Council, Women’s President’s Organization and National Association of Women’s Business Owners-Columbus, where she also serves on the board. In addition, she is a member of Women for Economic and Leadership Development and the United Negro College Fund Leadership Council.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Elizabeth talked about:

• What the retailer Gap taught her about business and success
• On working with Bono and Ali Hewson
• Doing business in the time of COVID
• The critical importance of innovation and creativity in entrepreneurship
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Elizabeth Blount McCormick on LinkedIn
• Uniglobe Travel Designers
• Uniglobe Travel Designers on Instagram
• Elizabeth Blount McCormick on Instagram
• Michael Redd on Instagram

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Steven Lim, owner of Watcher Entertainment, and the creator/host of the YouTube series “Worth It,” joined host Michael Redd to talk about second-guessing himself, taking risks when he wanted to play it safe, and rejecting – then accepting – a job offer that would ultimately open the door to his viral online success.

“I didn’t start making videos because I wanted to make cat videos… I came here because I wanted to make really meaningful, impactful videos about culture, identity, and food.” – Steven Lim

On his wildly popular Buzzfeed YouTube series “Worth It” – gearing up for Season 9 – Steven tastes pricey food from all over the world. A long way from his hometown in Ohio, he now impacts millions with his work and world travel, including Japan, where he ate the best meal of his life.

Watcher Entertainment was launched in January 2020 by Steven Lim, Ryan Bergara, and Shane Madej. Their production studio created the viral shows Worth It and BuzzFeed Unsolved, “... and is focused on creating television-caliber, unscripted series in the digital space.”

Note: Due to technical difficulties this interview was recorded on Zoom.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Steven talked about:

• How a career in chemical engineering took an about-face
• Why he started making YouTube videos on his phone
• Making an impact with your platform for a greater purpose
• Why his vision and values validated his intuition as a content creator
• How to get syndicated on Hulu and Amazon
• Why “taste is the language everyone speaks”
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Watcher Entertainment
• Watcher Entertainment on YouTube
• Steven Lim on Twitter
• Steven Lim on Instagram
• Michael Redd on Instagram

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Entrepreneur Tim Staples joined host Michael Redd to talk about his hard-fought wisdom and experience, a reminder to place your bets carefully, and how to always be prepared for change.

“I like to think of passion as like a metal detector for where the good stuff is.” – Tim Staples

Tim Staples has carved a space for himself in the marketing and advertising world, first in sports, then in the entertainment industry, and now with major brands like Pepsi, AT&T, MARS, Adobe and The Olympics. He has an “... unprecedented track record of creating some of the biggest hits in digital marketing.”

But it all nearly fell apart when he started out on his own and realized there was more to entrepreneurship than just taking the leap.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Tim talked about:

• How to build emotional storytelling in a digital world
• Why humility and taking risks go hand-in-hand
• Lessons along the path to becoming a “sage of content, ideas, and disruption”
• The best way to learn how to swim
• How to host 40 celebrity events in 60 days
• The origins of Shareability and rise of the YouTube machine
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Shareability.com
• Tim Staples on Twitter
• TimStaplesBook.com
• Michael Redd on Instagram

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Award-winning Hollywood film producer, Nina Yang Bongiovi, chatted with host Michael Redd about the challenges and hurdles she’s overcome, how she forged her own path in an ultra-competitive industry as an Asian American, and how to make a difference in the world.

“Being willing to spend the time to develop the talent is really important. And I also choose people who are underrepresented in our industry … that’s critical.” – Nina Yang Bongiovi

Nina is an American film producer with over 20 years experience. She’s a regular award-winner at Sundance with movies like Fruitvale Station (produced by Nina and her producing partner, Forest Whitaker), Sorry to Bother You, Netflix’s Roxanne Roxanne, Dope, A Kid From Coney Island (a documentary about Stephon Marbury) and many more.

“...Under their banner Significant Productions, Nina and Forest have produced a number of critically-acclaimed films by auteur filmmakers of color.”

Nina is a consummate producer, advocate for uplifting underrepresented voices, and an all-around Hollywood powerhouse. As an Asian American in Hollywood, she’s had unique challenges and hurdles to overcome to reach the level of success she has.

Her career started watching Chinese martial arts films and soap operas with her mom in Taiwan. Through perseverance and an eye for opportunity, Nina has forged her own path in an ultra-competitive industry.

Nina is a board member of Film Independent, The Oscar Grant Foundation, Coalition of Asian Pacifics in Entertainment (CAPE) and the Producers Guild of America (PGA), as well as a member of The Academy of Motion Pictures Arts & Sciences’ (AMPAS) Producers Branch.

To learn more about Nina’s work and to follow her story, you can follow her on Instagram at nybongiovi.

NOTE: Our apologies for any audio issues with our podcast guest interview. We hope it doesn't distract from the important message of this episode. Thank you!

In this episode Michael and Nina talked about:

• Her humble beginnings in Hollywood
• What motivates her to excel as a producer
• Her time in the Hong Kong film industry
• The power of identity and betting on underrepresented storytellers
• How to invest in people for success
• Her working relationship with Forest Whitaker
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Nina Yang Bongiovi on IMDb
• www.FilmIndependent.org
• Nina Yang Bongiovi on Instagram
• Michael Redd on Instagram

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The CEO of Columbus-based office design and furnishing company, Continental Office, Ira Sharfin, spoke with host Michael Redd about his passion for life-long learning, and why he teaches the mantra “bet on yourself” to his own family.

“The best thing you can do is bet on yourself. It’s not that you don’t need other people – you always need people to help you – but no one can do it for you. There are no handouts.” – Ira Sharfin

Ira is the CEO of the award-winning, Columbus-based, office design and furnishing company, Continental Office, and a member of the Columbus Young Professionals Club Advisory Board.

As a partner of Continental Office since 2005, Ira leads “...one of the top workspace solutions providers in Central Ohio.” The legacy Ohio company has locations in Pittsburgh and Toledo with over 200 employees.

Ira is a Columbus, Ohio native with consulting and management experience at Coopers & Lybrand Consulting, PricewaterhouseCoopers, and IBM Corp.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Ira talked about:

• Ira’s early challenges in academics
• How to cultivate a passion for life-long learning
• Why you need conscience, conviction, and curiosity to succeed
• Takeaways on how to embrace mistakes and listen with empathy
• How to run a business that leads to lasting prosperity and fulfillment
• Why it’s not where you start ...
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• ContinentalOffice.com
• Ira Sharfin on LinkedIn
• Michael Redd on Instagram

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Entrepreneur and venture capital expert, Christoph Sonnen, reunited with host Michael Redd to talk about his road to success and what betting on yourself really means to him.

“Great business ideas are like surfing. You won’t make it if you’re too early, you won’t make it if you’re too late.” – Christoph Sonnen

Christoph is the co-founder and CEO of leAD sports accelerator and is also a partner at ADvantage Sports Tech Fund, joining forces with Jeremy Pressman and friend Michael Redd with a commitment to invest in early-stage tech companies shaping the future of sports.

Over the last 20 years, he has founded, managed, and sold several businesses, structured funds, investments, and accelerator projects.‍ He is passionate about building the right team and believes in having the vision to be able to see the next big thing.

A world-class surfer, Christoph compares entrepreneurship and building a business to waiting for the perfect wave. That success is not so much about being the best, but knowing when to make your move as you see it.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Christoph talked about:

• How great business ideas are like surfing
• Why startups need to learn how to hold their breath underwater (without panicking)
• Takeaways on Christoph’s first (and last) job at Red Bull
• How he combined sports, tech, and his venture experience to great success
• What the future of sports tech looks like
• The challenges and rewards of venture life
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• leAD Sports & Health Tech Partners
• ADvantage Sports Tech Fund
• Christoph Sonnen on LinkedIn
• Michael Redd on Instagram

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Welcome to Season 2 of Betting On Yourself! We couldn’t think of a better way to kick off this season than with an amazing interview host Michael Redd did a couple of years ago with venture investor and entrepreneur, Chris Sacca.

Chris spoke at length with Michael about his road to success, times on his journey when he had to put it all on the line and bet on himself, and how he came to be one of the most successful venture investors ever.

“Startup investing is one of my things — but it’s not my everything.” – Chris Sacca

Chris is the Chairman of Lowercase Capital, and together with his wife Crystal, they’ve invested in over 70 early-stage companies that include heavy hitters like Twitter, Uber, Instagram, Twilio, Stripe, and Kickstarter, making Lowercase Capital one of the most successful funds ever.

You might have seen Chris for a couple of seasons on Shark Tank making deals. But as of 2017, he’s stepped back from investing to focus on other efforts like rescuing democracy, healing the planet, promoting diversity within venture capital and technology, reforming our criminal justice system, and other endeavors.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Chris talked about:

• Why you need to focus on each deal through the lens of a novice
• Lessons on going deep in the hole (like $4M in debt)
• How Chris sent out 700+ resumes to the top 100 investors in tech … with no reply
• Why success is about being ready for the right opportunities
• The importance of finding balance in your life
• How to create both impact and influence
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• ChrisSacca.com
• Lowercase Capital
• Chris Sacca on Twitter
• Michael Redd on Instagram

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In a special edition of Betting on Yourself, host Michael Redd partnered with his friends at Empower Africa for an exclusive podcast episode – as part of their virtual networking event – to help drive business and growth in Africa.

Guest Harry Tomi Davies (aka TD) is an advisor, author, public speaker, and angel investor.

“Measure life, not by money, but by time, because that’s what life really is. It’s about how you spend the experiences.” – Harry Tomi Davies

TD spoke with Michael about a journey that began over 30 years ago with his first startup, what he sees for business growth in Africa over the next ten years, the times he’s bet on himself, and why it’s so important to measure your success in life by the improvements you make for others.

TD mentors entrepreneurs and invests in startups through TVCLabs, a technology business accelerator based in Lagos. He is also the co-founder of the Lagos Angel Network (LAN), the founding President of the African Business Angel Network (ABAN), a board member at MBO Capital, L4L Nigeria, and other various startups in Africa.

To learn more about the amazing things happening to drive growth in Africa – and receive information on future events – please visit EmpowerAfrica.com.

In this episode Michael and TD talked about:

• TD’s origin story of passion, faith, and servant leadership
• Why he chose to go to college in the US against his father’s wishes
• How the future of Africa is being built by young tech entrepreneurs
• His advice to entrepreneurs in a post-pandemic economy
• How Empower Africa builds awareness to that region of the world
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• EmpowerAfrica.com
• TomiDavies.com
• Harry Tomi Davies on Twitter
• Harry Tomi Davies on Instagram
• Michael Redd on Instagram

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Mental health advocate, award-winning author, and influencer, Achea Redd, spoke with host and husband Michael Redd about her own journey from diagnosis to recovery, and her mission to help end the stigma associated with seeking mental health care, especially for women of color.

“We have to let go of who we think we should be and embrace what is.” – Achea Redd

Achea Redd is the author of “Be Free. Be You,” and founder of the non-profit, Real Girls F.A.R.T. – a space designed to empower and equip women with the necessary tools to become their best, most authentic selves (goals central to her book as well).

Over the past few years, Achea has used her own journey of self-expression and healing to encourage thousands to embrace their voice and let it out.

In early 2016, Achea was diagnosed with Generalized Anxiety Disorder. As a form of self-expression and healing, she created her own blog to share her feelings about mental health and authenticity.

She is also the official sponsor of Nationwide Children’s Hospital On Our Sleeves Movement. Her forthcoming book, “Authentic You”, comes out this November.

In this episode Michael and Achea talked about:

• What it’s like to be married to an elite athlete
• How Achea found the path to self-discovery
• On taking a leap of faith and her journey to award-winning author
• The reasons she founded a non-profit to empower women to live out loud
• How her writing about mental health made her a trailblazer
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• AcheaRedd.com
• Be Free. Be You. – by Achea Redd
• Michael Redd on Instagram

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Venture capitalist and attorney, Lindsay Karas Stencel, chatted with host Michael Redd about how success in competitive athletics translates to business success, her journey from elite athlete to high-powered lawyer, and her passion for supporting emerging and diverse voices in business and beyond.

“I’ve always liked the idea of taking a concept and applying capital and talent and to turn that into what ultimately, in the best-case scenario, becomes a successful, high-growth company. Venture capital is a beautiful economic vehicle ...” – Lindsay Karas Stencel

Lindsay recently joined Thompson Hine LLP as a partner and manager of the large Columbus law firm’s office of Early Stage & Emerging Companies practice. She was previously the chief legal counsel and a managing partner at NVT Ventures, a Columbus-based venture capital firm.

She also operates her own private practice firm, LKS Law, “... representing emerging and diverse venture fund managers across the country, startup clients and founders, investors, and small businesses,” and much more.

A trailblazer in the world of venture capitalism, she’s an advocate for health and wellness and work-life balance. Her mission is to challenge the paradigms and norms of business today to create stronger personal connections and better team dynamics.

She is also an adjunct professor at The Ohio State University, Moritz College of Law (her law school alma mater), and a founder of Launch New York, a nonprofit venture capital firm based in Buffalo.

In this episode Michael and Lindsay talked about:

• Why you need to make sacrifices to be the best
• How Lindsay became a national leader in a male-dominated field
• Her transition from wanting to become a doctor to accidentally owning a law firm
• The health scare that changed her life (for the better)
• How she rose above being a workaholic and burnout to find her own definition of success
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Lindsay Karas Stencel on LinkedIn
• Lindsay Karas Stencel on Instagram
• Michael Redd on Instagram

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British fashion designer and entrepreneur, Charli Cohen, spoke with host Michael Redd about blending the digital and physical worlds, the value of staying small and agile through the pandemic, and how trusting her instincts has had a huge impact on fashion.

“This whole COVID situation has been quite a leveler for the industry and been a way for smaller, more agile brands to stand out and innovate during this time.” – Charli Cohen

Charli planned her first fashion collection at the age of 13 – on a sailing trip to New Zealand with her parents – and launched it at 15. She went on to get a fashion degree from Kingston University and has since been named a Forbes 30-Under-30.

Her eponymous label is a London-based fashion and lifestyle brand. With a commitment to sustainability, Charli Cohen makes limited quantities of their styles in independent locations around the globe. The brand has also done recent collaborations with Reebok.

Their innovative approach to weaving tech into wearables caught the eye of Mike Su and the Snap Yellow accelerator program. Cohen moved from London to LA to take part in the program which Snapchat launched in 2018 to invest and grow companies at the intersection of creativity and tech.

“Founded in 2018 in London by Charli Cohen, the namesake company is a fashion brand that focuses on technical fashion with cutting-edge fabrics, specialized construction, and modern style.”

In this episode Michael and Charli talked about:

• Why she went into fashion so early in her life
• How her career was started with a humble Kickstarter campaign
• The importance of self-care and the myth of “grind”
• Her mission of creating fashion with eco-sustainability
• How she has disrupted the industry through innovation
• And why panic never helps during a crisis

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Charli-Cohen.com
• Michael Redd on Instagram

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Venture capitalist and professional basketball player, Jeremy Pressman, rapped with host Michael Redd about his vision for the future of sports, and how his passion, drive, and ethos have helped shape his career.

“Here you’re taught, you should, and you can ... fail time and time again. It’s a good character-building experience.” – Jeremy Pressman

After a successful college stint at Yeshiva University Jeremy pursued a basketball career in Israel. Jeremy is a veteran of Israel’s Artzit basketball league having played six seasons for teams in the Jerusalem and Tel Aviv regions.

Jeremy is now a partner at ADvantage, a global venture fund focused on helping sports tech startups. ADvantage leverages their “... unique global setup to back all-star teams shaping the future of…” the sports technology industry.

His unique background, skillset, and connections with international pro athletes and teams give him an advantage in leading a sports tech investment fund.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Jeremy talked about:

• Making the move to Israel from New York
• Why he decided to persevere in professional basketball internationally
• The importance of role models and strong support networks
• How he made the transition from pro sports to high finance
• Having balance in life and knowing when you need some chutzpah
• How Israel has grown into the “scale-up” nation
• And why you need to stay true to yourself and not fear failure

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Jeremy Pressman on LinkedIn
• ADvantage sports fund
• Michael Redd on Instagram

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Senior VP and Athletic Director for The Ohio State University, Gene Smith, talked with host Michael Redd about his passion for helping student-athletes thrive, his journey from Eastern Michigan to Ohio State, and why it’s OK to be selfish sometimes.

“Self-awareness is critical. Then you have to make sure you pay attention to your teammates. You’re not going through that challenge alone, so you need your teammates to be the best they can be… but it starts with me.” – Gene Smith

Named “one of the most powerful people in collegiate sport,” Gene is in his 13th year at The Ohio State University and has also served as a director of athletics at Arizona State, Iowa State, and Eastern Michigan universities.

The former college football standout and Notre Dame alum grew up in Cleveland. After getting his bachelor’s degree in business administration from Notre Dame in 1977, he joined Notre Dame’s “Fighting Irish” coaching staff.

“The 1977 Notre Dame team captured the undisputed national championship. Smith has the unique distinction of winning national championships in football as a student-athlete, coach, and athletics director.”

A leader in his profession, Gene has garnered countless awards, chaired multiple NCAA committees, and “... oversees the nation’s most comprehensive and one of its most successful collegiate athletic programs.”

Note: Please pardon the sounds of Gene stirring his coffee throughout :-)

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Gene talked about:

• How he found a career in coaching and athletics
• The importance of focusing on your self first to serve others well
• How he inspires student-athletes to be their best
• The importance of developing your interpersonal skills
• His philosophical focus on the “total student-athlete”
• His journey and transformation as a “leader of leaders” in 2020
• And on making sacrifices in face of adversity

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Gene Smith – The Ohio State University – Senior Vice President & Wolfe Foundation Endowed Athletics Director
• Gene Smith on Twitter
• Michael Redd on Instagram

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The tech entrepreneur and Director of the Yellow Accelerator at Snap Inc., Mike Su, chatted with host Michael Redd about how his career started with a comic book company, why taking the right risks strengthens your entrepreneurial drive, and choosing “the road less traveled.”

“This moment has shown the importance of when leaders rise and leaders falter, in times of crisis … When the future’s uncertain, who are the ones that are willing to have difficult conversations, to point to things that are hopeful, roll up our sleeves, and bring the people forward?” – Mike Su

Yellow is an incubator described as a launchpad for creatives and entrepreneurs, and “... an ecosystem designed to serve companies at the intersection of creativity and technology.”

The Silicon Beach tech influencer is also the former Chief Product Officer at mitú, and Head of Product at Upworthy.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Mike talked about:

• The difference between working at a startup and a larger company
• How failure is the breeding ground of innovation
• Takeaways on the importance of diversity in tech and entrepreneurialism
• How a global pandemic is showing the way forward for leaders
• Why a startup is like being in a rowboat
• What “the process” means for Mike’s life mission
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Yellow Accelerator at Snap Inc.
• Mike Su on LinkedIn
• Mike Su on Twitter
• Michael Redd on Instagram

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Former Boston Celtics standout and NBA free agent, Jared Sullinger, got honest with host Michael Redd about surrounding yourself with the right people, the hardest part about going pro at a young age, and how to rekindle your motivation.

“You have to play every game like it’s your last because you never know what’s going to happen.” – Jared Sullinger

Coming out of his incredible, undefeated final year of high school Jared was a 2010 McDonald's All-American co-MVP, James A. Naismith Award winner, and a highly sought after star recruit.

He played college basketball for two years at Ohio State University – led the Buckeyes to the 'Final Four' of the 2012 NCAA tournament – and was drafted 21st overall by the Boston Celtics in the NBA draft the same year.

After four seasons with the Celtics, Jared also played for the Toronto Raptors for a season, and in the Chinese Basketball Association.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Jared talked about:

• Why “betting on yourself” can be a heritable trait
• The importance of winning for staying hungry
• How professional athletes use routine and repetition to maintain greatness
• Jared’s takeaways spending time with Doc, KG, and the Celtics
• How humility keeps his feet on the ground
• What it takes to bounce back from injury and adversity
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Jared Sullinger
• Jared Sullinger on Twitter
• Michael Redd on Instagram

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CBS College Basketball Analyst, and former NBA player and executive for the Indiana Pacers, Clark Kellogg, spoke with host Michael Redd about his time in the league, his dedication to a career as a top TV sports broadcaster, and how his faith has played a role in his success.

“Don’t be afraid of the work, or the time it might take to hone your craft. Sports – basketball in particular – taught me some of those things as I transitioned from being on the court, and between the lines, to being courtside with a microphone.” – Clark Kellogg

The former pro basketball player declared for the NBA draft after his junior year of college and was a high 1st round pick for the Indiana Pacers. He made the NBA All-Rookie Team his first year in the league and played four seasons before moving into broadcasting.

The national media personality is best known for his 25 years of work as a lead college basketball commentator for CBS Sports. Clark also appears in the popular NBA video game as an analyst for the NBA2K franchise.

Clark was elected to the Ohio State University Board of Trustees. He also serves as a Board Chair for First Merchants Corporation and First Merchants Bank. Clark served as an Ohio Region Advisory Board member for First Merchants in the Columbus, Ohio area since 2001.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Clark talked about:

• How basketball and family were Clark’s North Star early on
• Opportunities that arose after injuries forced him to retire from the NBA
• The importance of mentors on the path to greatness
• What it felt like to announce at his first NCAA Final Four
• How Clark got to interview (and play) POTUS with Obama
• Humility as a pillar for handling success
• Going on the record for GOAT in hoops and golf
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Clark Kellogg
• Clark Kellog on Twitter
• Michael Redd on Instagram

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Former World No. 1 ranked pro golfer and philanthropist, Jason Day, took a break from the links to chat with host Michael Redd about his humble beginnings and rise to the top of the golf world, what it takes to persevere through injury, and his admiration of his mentor Tiger Woods.

“I’m addicted to the process of getting better.” – Jason Day

The Australian professional golfer and PGA Tour member is a former World Number 1 in World Golf Ranking. From 2015 to 2016 he was considered the best golfer in the world, and he remained No. 1 for 51 weeks.

Jason first made the world's top ten list in June 2011, rising to world number nine after his runner-up finish at the U.S. Open.

In February 2014, Day won his first WGC title – the WGC-Accenture Match Play Championship – and won a second time in 2016. He joined Tiger Woods and Geoff Ogilvy as the only multiple winners of the WGC Match Play.

He went on to win his first major tournament at the 2015 PGA Championship. He is poised to make a big comeback in the sport in 2020 and is currently ranked in the Top 40 in the world.

He and his wife, Ellie, founded The Brighter Days Foundation to provide funding and resources to central Ohio organizations that work to meet basic needs, give hope, and support child-serving organizations in Central Ohio.

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In this episode Michael and Jason talked about:

• Why his first golf club was so meaningful
• His legendary addiction to improving his game
• The elation of becoming the best in the world (and the challenge of staying there)
• Why having the right team in your corner is so important
• How Jason persevered to come back big from a serious injury
• The champion’s “never say die” mentality
• How technology has changed the game of golf
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• The Brighter Days Foundation
• Jason Day on PGATour.com
• Jason Day on Twitter
• Michael Redd on Instagram

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Entrepreneur, VC, and NBA star, Spencer Dinwiddie, took some time to chat with host Michael Redd about his challenges along the journey to pro basketball, what it means to surround yourself with the right people, and being “... a tech guy with a jumper.”

“Basketball is just the tip of the iceberg. Off the court, I build businesses that improve the lives of others and make the world a better place.” – Spencer Dinwiddie

An “unstoppable force,” both on and off the court, Spencer currently plays for the NBA’s Brooklyn Nets and played college basketball for the Colorado Buffaloes where he earned first-team all-conference honors in the Pac-12 as a sophomore in 2013.

His story of perseverance began after injuring his anterior cruciate ligament (ACL), and missing most of his junior year in college. He was determined to speed his recovery and was selected in the second round of the 2014 NBA draft.

During the 2016-2017 season, all-star weekend, he won the NBA skills challenge, and the following season was a top 5 passer and a top 5 isolation player. The day after scoring a career-high 39 points in a win over the Philadelphia 76ers, he signed a three-year contract extension with the Nets.

Spencer has launched three businesses and partnered with a fourth that aim to accomplish his mission to give back to communities in need, including The Dinwiddie Family Foundation, Project DREAM, DREAM Fan Shares, and The Cred Partnership.

His mission is “... to build companies that create value in the world and that strive to make the lives of others better.”

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Spencer talked about:

• How resiliency and a no regret attitude are essential to success
• Why startups are not for the faint of heart
• When to bet on yourself and go for the broke on your own terms
• Why staying true to yourself, owning your differences, and chasing your passions leads to excellence
• How Spencer has been a trailblazer for empowering a generation of NBA players
• And more hot takes on the state of the world and business!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• SpencerDinwiddie.com
• Spencer Dinwiddie on LinkedIn
• Spencer Dinwiddie on Twitter
• Michael Redd on Instagram

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Venture capitalist, serial entrepreneur, and Founder of Share Ventures, Hamet Watt, hit pause to rap with host Michael Redd about what it takes to navigate the waters of entrepreneurship, how to wire your business for success, and his optimism for the future of “inclusive innovation” and solving social justice problems.

"Being able to find your way out of situations that you think are impossible, is what inspires you to take bigger risks knowing that you're gonna get out if it happens again." – Hamet Watt

Prior to helping co-found both MoviePass and bLife (a wellness innovation company acquired by Canary Health), Hamet was an Entrepreneur In Residence with True Ventures.

Hamet was also a Board Partner at Upfront, a VC company that “...strives to invest in companies that consciously work to build diverse teams,” and founded NextMedium, the first full-service platform for buying, selling, and measuring product placement across entertainment content.

He has advised Nielsen Media Research in the development of their first product placement measurement service for network and cable TV, and was General Partner in the New Africa Opportunity Fund, the first US-backed venture fund investing in post-apartheid South Africa.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Hamet talked about:

• How to tamp down pessimism and focus on the future
• Hamet’s definition of entrepreneurship and why you need to have agency
• Traits that VCs look for in entrepreneurs (and their inherent biases)
• Why “...your dream will only go as far as your team”
• The importance of being a problem solver in business
• And using data to shave the failure rate for new companies

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Upfront's Hamet Watt Launching New Startup Studio
• Hamet Watt on LinkedIn
• Hamet Watt on Twitter
• Michael Redd on Instagram

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Real estate developer and CEO, Brett Kaufman, took time to chat with host Michael Redd about entrepreneurship as a form of creativity, how he decided to build “communities centered on wellbeing, expression, and impact,” and his passion for creating “spaces that optimize the human experience.”

"The building is just the beginning. The true value is what happens in and around it. We design communities for individuals who seek something more." – Brett Kaufman

Brett is a “champion of innovative, curated communities filled with purpose” and the founder and CEO of the Columbus, Ohio based Kaufman Development, who has worked in real estate development for 20 years. Over that time he has developed, leased, and/or sold over 10,000 homes and developed a variety of commercial, retail, land, and office projects.

He’s also a philanthropist who has dedicated much of his professional life to helping community organizations and Kaufman Development has donated numerous resources to philanthropic organizations including Besa, KIPP Journey Academy, Community Shelter Board, Ohio State University Star House, Hunger Alliance, Ronald McDonald House, OSU James Cancer, Columbus Jewish Federation, and many others.

Kaufman is a lauded and award-winning community leader who “... has been recognized as one of the top 50 leaders in the region for his ability to drive innovation within his organization, impact his employees and the community-at-large... In 2015 and 2016 Brett [was] honored with Smart 50 and Fast 50 awards and was recently listed at #657 on the Inc. 5000.”

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Brett talked about:

• The freedom of betting on yourself
• How to succeed in business with nothing but a piece of paper and an idea
• Why embracing the things that make you different (and stepping into fear) can be so empowering
• On finding tools to uncover your deeper identity and the power of daydreaming
• The critical importance of mentorship, the essence of entrepreneurship...
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• LiveKaufman.com
• Brett-Kaufman.com
• Brett Kaufman on Instagram
• Brett Kaufman on Twitter
• Michael Redd on Instagram

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The venture capitalist and former NBA journeyman, Josh Childress, spoke with host Michael Redd about his winding path from Compton to Stanford, the NBA, and beyond, why he went back to college (twice) after pro sports, and his passion for real estate, investing, and community redevelopment.

"I wanted to shift from receiving checks to writing them.’" – Josh Childress

Josh was a standout basketball star in high school and college – named a McDonald's High School All-American, AP first-team All-American, Pac-10 Conference Player of the Year, and the Pac-10 Conference Tournament MVP as a junior at Stanford in 2004 – who was selected with the sixth overall pick in the 2004 NBA draft by the Atlanta Hawks.

He has played in the NBA with the Atlanta Hawks, Phoenix Suns, Brooklyn Nets, and New Orleans Pelicans, and traveled the globe playing professional basketball for teams in Greece, Australia, and Japan.

Childress, after being waived by the Brooklyn Nets in 2013, enrolled back at Stanford and graduated with his degree in sociology in August 2013. He is currently enrolled in a Masters program in Real Estate at Georgetown.

His over 10 years experience as a venture capitalist and real estate investor, and his passion for community building and philanthropy, led him to co-found LandSpire Group, an LA-based “...real estate investment fund that revitalizes communities of color that were once defined by small businesses, livable-wage jobs, and a thriving middle class.”

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Josh talked about

• Josh’s trailblazing journey from pro basketball to successful businessman
• When Michael and Josh both realized a desire to leverage their influence to give back to the community
• How dealing with adversity early on drove Josh to succeed
• Why Josh turned down a $35M NBA deal to play basketball in Greece
• On going from the pro level as an athlete to a novice venture capitalist
• The critical importance of mentors and giving back
• And more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Josh Childress
• LandSpire Group
• Josh Childress on Instagram
• Josh Childress on Twitter
• Michael Redd on Instagram

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Fox Sports analyst, commentator, and radio host, Chris Broussard, took time out to chat with host Michael Redd about his path to becoming an influential voice in sports journalism, how betting on himself has allowed him to remain objective, and his involvement with the K.I.N.G. Movement.

"When I talk to young people I say, ‘There’s a fine line between confidence and arrogance … and you have to learn how to walk it.’" – Chris Broussard

Chris is a longtime sports journalist, best known for his coverage of the NBA, and has contributed to The New York Times, ESPN The Magazine, ESPN.com, and has appeared as an analyst on ESPN's SportsCenter, NBA Countdown, First Take (alongside FS1 colleague Skip Bayless – whom he joins regularly as a contributor on Undisputed), and NBA Fastbreak.

The Fox Sports 1 commentator also co-hosts a radio show and podcast with fellow FS1 sports analyst Rob Parker on FOX Sports Radio that “... takes listeners through the biggest hits in sports.” The Odd Couple with Chris Broussard & Rob Parker can be heard on FOX Sports Radio and Sirius XM Channel 83.

Broussard is also an active philanthropist who serves as Founder and President of the K.I.N.G. Movement, a national Christian men’s organization.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Chris talked about:

• The fine line between confidence & entitlement, and the Chris Broussard Rule
• How to get a job in the big leagues of sports reporting
• Why it’s so important to focus on academics … even when you don’t have a career objective
• On not selling dreams, starting from the beginning, and the legend of Stuart Scott
• Why you need to be true to yourself and keep it real in broadcasting
• How data analytics has changed pro sports forever
• And his mission through the K.I.N.G Movement to empower men through Christianity

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Chris Broussard on Fox Sports
• The Odd Couple with Chris Broussard & Rob Parker - Apple Podcasts
• www.ChrisBroussardSpeaks.com
• KingMovement.com
• Chris Broussard on Instagram
• Chris Broussard on Twitter
• Michael Redd on Instagram

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Founder and CEO of Pursuit: Suiting the Next Generation, Nate DeMars, spoke with host Michael Redd about his slow evolution of confidence to finding success, the unlikely stepping stones that helped him build a remarkable career, and how to carve out a niche that you're passionate about.

"Run in the direction of the things you’re excited about … but know that when you get there, it’s going to look very different than how you thought it would look." – Nate DeMars

The entrepreneur started Pursuit – a modern suit store with an old-fashioned customer service model – in an entrepreneurship class for an MBA program at the Ohio State University’s Fisher College of Business back in 2011. He’s been fitting cufflinks ever since as a pillar of the business community in the Short North district of Columbus, Ohio.

He is also an Entrepreneurship Lecturer for Ohio State University’s Fisher College of Business where he works with the next generation of Buckeye entrepreneurs.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Nate talked about:

• How Nate came to entrepreneurship in the second chapter of his career
• Why playing a smaller role at a Fortune 500 company helped prepare him to launch his own business
• On hard right turns, blessings in disguise, and the importance of family
• How he found himself in fashion and retail after studying commercial real estate
• The reason ignorance is bliss when you’re starting out in a new sector
• Why it’s not worth doing if you’re not passionate about it
• And how customer service makes all the difference

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Pursuit: Suiting the Next Generation
• Nate DeMars on LinkedIn
• Nate DeMars on Twitter
• Michael Redd on Instagram

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Founder and CEO of Sage House, entrepreneur, and author, Erica Williams Simon, chatted with host Michael Redd about betting on yourself as a way of life, taking a leap of faith early in her career, and why developing a “sixth sense” is so important for finding your calling.

"The contingency plan is you, and needs to be one tied to who you are." – Erica Williams Simon

The social critic, media personality, and reformed Washington politico has been a lifelong civil and human rights activist. Through her company, Sage House, Erica helps people and brands “uncover wisdom for living and working in a modern world.”

Her recent book You Deserve the Truth (Simon & Schuster), is described as, “Part memoir, part blueprint [to help] a diverse young generation of dreamers and doers understand the power of story: how to see it, understand it and master it for better lives - and a better world.”

The former Head of Creator’s Lab for Snapchat is also a popular moderator and interviewer, host of the popular podcast The Call with Erica, and creator and host of the Rosario Dawson produced digital talk show The Assembly.

She has been featured on The Today Show, O Magazine, and The Washington Post and is a frequent TV commentator.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Erica talked about:

• Why she quit a career in politics – with no backup plan – to follow her true voice
• The importance of vision, wonder, and curiosity on her journey
• How her father’s last words guide her life’s calling
• The power of self-actualization and her definition of success
• Why the older you get, the smarter your parents’ wisdom becomes
• And creating new paradigms for betting on yourself

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Erica Williams Simon’s Homepage
• Erica Williams Simon on Twitter
• Erica Williams Simon on Instagram
• Michael Redd on Instagram

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The founder of JackThreads and serial entrepreneur, Jason Ross, spoke with host Michael Redd about his early days as a broke entrepreneur, the big gamble of launching (and selling) his own startup, and what it takes to survive the ups and downs of the business world.

"I wrote the business plan and spent two and a half years just working out of my house to get it started." – Jason Ross

Named after his grandfather, Jason founded JackThreads in 2008 – a members-only flash sale site for the streetwear community – and was working out of a bedroom in Columbus, OH.

By May of 2010, Thrillist had acquired JackThreads.com, the startup Jason helped build to $100m in annual revenues and over two million members (he departed in 2014).

JackThreads was listed as one of Ad Age’s America's Hottest Brands, Inc's Fashion Startups to Watch, Entrepreneur's Top Retail Sites and as the fastest-growing men's e-commerce company on Internet Retailer's 500 List.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Jason talked about:

• The mindset needed to be successful in the face of adversity
• How Jason rolled up his sleeves right out of college and bet on himself
• Why entrepreneurship is so iterative and success is not a straight line
• The genesis of Jason’s bootstrapped, $100m idea (and why he sold it)
• On the marriage of passion and high-growth opportunities
• Why you need to surround yourself with the right (and smartest) people
• And much more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Jason Ross on LinkedIn
• 30 UNDER 30 2016: Jason Ross, Founder of JackThreads – Inc.
• JackThreads.com
• Jason Ross on Twitter
• Michael Redd on Instagram

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NBA point guard for the Utah Jazz and all-time leading scorer for the Memphis Grizzlies, Mike Conley Jr., joined host Michael Redd to talk about how to develop a winning mentality, why preparation and mental toughness are the keys to great achievements, and his journey as a pro athlete.

“The reason players aren’t afraid is they don’t think of the moment. For me, you don’t let the moment overtake you, you don’t think about the score, you don’t think about failure. You think about the opportunity that lies ahead.” – Mike Conley Jr.

The fourth overall pick in the 2007 NBA draft is a three-time NBA Sportsmanship Award-winner and was the franchise leader in multiple categories during his 12 seasons with the Grizzlies.

Mike Conley Jr is considered one of the best point guards in the NBA, and is certainly one of its toughest competitors. He was the highest-paid player in the NBA at one point and is also an impassioned philanthropist.

If you're a fan of the show don’t forget to Subscribe to see new episodes, andRate or Review us wherever you tune in!

In this episode Michael and Mike talked about:

• How Mike's family Olympic legacy imprinted a model for success
• Why losing is sometimes the best teacher
• Mike's daily regimen for keeping his competitive edge
• Great advice on balancing family and career
• On fearlessness and rising above high-pressure moments to win
• And much more!

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Mike Conley Jr.
• Jazz guard Mike Conley Jr. wins NBA HORSE Challenge
• MichaelRedd.com
• Michael Redd on Instagram

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Two-time NBA champion, Hall of Famer, and fellow Olympic gold medalist, Ray Allen, joined Michael to reminisce about what it takes to play the long game in basketball, life, and the discipline required to be a champion.

“I believe that everything that I learned in my career, everything that sustained me for 18 seasons, it’s important to pass that along,” – Ray AllenAllen is a 10-time NBA All-Star considered by many to be the greatest three-point shooter of all-time.

He was inducted into the Naismith Memorial Basketball Hall of Fame in September 2018 and is also an accomplished actor, author, entrepreneur, and influencer.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

*Note: Ray Allen recorded this podcast outside, so there might be some background noise.

In this episode Michael and Ray talked about:

• Lessons Ray learned early on about the secrets to long-term success
• Why you need to show up every day, every moment to be a champion
• On finding good influences, choosing happiness, and betting on yourself
• Why you'll never be as great as you think you are ... without humility and hard work
• How adversity is the key to change and growth
• And life after basketball

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Ray Allen | Naismith Memorial Basketball Hall of Fame
• MichaelRedd.com
• Michael Redd on Instagram

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In the inaugural episode of Betting On Yourself the founder and Chief Creative Officer of Jeni’s Splendid Ice Creams, Jeni Britton Bauer, joined Michael to speak about the story of her success, the definition of "betting on yourself," and the early life struggles that motivated her.

“No one else makes ice cream like Jeni Britton Bauer.” – Food & Wine Magazine

The James Beard award-winning ice cream maker and entrepreneur is a pioneer of the widely copied, ingredient-driven, artisan ice cream movement. Listen to her origin story here.

If you're a fan of the show don’t forget to Subscribe to see new episodes, and Rate or Review us wherever you tune in!

In this episode Michael and Jeni talked about:

• The pivotal moments that defined Jeni's career path
• How struggle, resistance, and resilience prepare you to be an entrepreneur
• On finding your role models and always moving forward
• And the mindset you need to achieve success in the face of adversity

To ask a question, read the transcript, or learn more, visit MichaelRedd.com.

Resources:

• Jeni’s Splendid Ice Creams
• Jeni Britton Bauer on Instagram
• MichaelRedd.com
• Michael Redd on Instagram

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Join host Michael Redd for his latest venture, Betting On Yourself, a podcast that shares firsthand stories from successful entrepreneurs, athletes, and other top performers who rose to the top, took success into their own hands, and bet on themselves.

Michael is a world-class investor and former NBA All-Star and Olympic Champion who played 12 seasons of professional basketball, most notably with the Milwaukee Bucks. He’s been building, developing, and investing in tech-focused startups since he retired from the NBA in 2013.

In the inaugural season of the show, Michael interviews like-minded entrepreneurs and high achievers from all walks of life – including NBA All-Star and Hall of Famer Ray Allen, Jeni Britton Bauer (founder of Jeni's Splendid Ice Creams), Mike Conley Jr. (from the Utah Jazz), and Jason Ross (founder of JackThreads) – who share their journeys, hardships, and achievements.

To ask a question or learn more about the host, visit MichaelRedd.com.

Don’t forget to Subscribe to the show, and Rate or Review us wherever you tune in!