Sunny's Silver Linings: Recent Episodes
Sunny Kaila
Sunny’s Silver Linings is a Top MSP Channel Podcast hosted by the CEO of IT By Design, Sunny Kaila. Sunny and his guests cover a wide range of MSP and Talent-based topics, including MSP services, cybersecurity, customer service, and strategies to achieve growth and success in the channel. Listen now to take your business to the next level!
Sunny Kaila sits down with David Powell of Liongard, a channel veteran and two-time CRN Channel Chief, to unpack why MSPs keep buying tools instead of outcomes. David breaks down the visibility gap most MSPs don't know they have, why AI automation is only as good as the data behind it, and how Liongard's new MCP integration with Claude is changing how MSPs interact with their own asset data. The conversation covers everything from shadow IT to outcome-based billing to what a 90-day AI action plan actually looks like for an MSP owner. Timestamps 00:00 Welcome and Liongard partnership 01:23 David Powell's background and industry recognition 01:53 Tools vs. outcomes: what the industry keeps selling MSPs wrong 02:09 The quarter-inch drill bit story 04:47 Why MSPs need actionable ideas, not more good ideas 05:11 The box of Legos problem 07:36 The MSP visibility gap explained 07:54 Windows and doors: the apartment building analogy 10:45 Shadow IT, shadow AI, and what RMMs miss 11:29 Why RMMs are ephemeral and Liongard keeps 18 months of history 12:57 Why AI only works when the underlying data is right 14:09 The chocolate chip cookie robot: why source of truth matters 17:16 Aunt Evelyn's caramel cake and the MSP documentation problem 19:36 Dirty data and how AI amplifies it 20:55 Liongard's new MCP capability explained 21:15 Demoing Liongard through Claude instead of logging in 22:35 Is Claude becoming the real single pane of glass? 24:11 Data accuracy and the 10x effect on decisions 24:41 Provability and cybersecurity insurance 26:03 Breach liability and the historical record 26:59 The managed intelligence provider maturity model 27:06 Scaling without linear headcount 28:53 The barbell effect: private equity and MSP market polarization 29:18 The shift to outcome-based pricing 31:05 The physician analogy: procedure-based vs. visit-based pay 32:32 A history of MSP billing models, from break-fix to outcomes 34:46 The PC imaging example and efficiency at scale 35:21 David's 90-day action plan for AI-native MSPs 36:24 Why every MSP needs a dedicated AI automation day Who this is for: MSP owners, operators, and technical leaders who are trying to move past tool sprawl and build a real AI automation strategy. Also relevant for anyone evaluating asset intelligence platforms, RMM/PSA data gaps, or outcome-based pricing models. What you will learn: Why MSPs get sold tools instead of outcomes, and how to spot the difference What the "visibility gap" is and why most MSPs don't know what's actually in their environment Why AI automation fails without a reliable source of truth How Liongard's MCP integration with Claude changes how MSPs access their own data Why outcome-based billing is replacing time-based and device-based models A practical, low-cost way to start building an AI automation practice in 90 days #MSP #ManagedServiceProviders #AIforMSPs #AssetIntelligence #ITChannel #MSPGrowth #AIAutomation #ClaudeAI #ITByDesign #Liongard
On this episode of Sunny's Silver Linings, Sunny Kaila sits down with Daniel Gallancy, CEO of Atakama, to examine the browser security gap that most MSPs have yet to address and why shadow AI has made that gap significantly more dangerous. Daniel's career trajectory ran through engineering, finance, and the cryptocurrency world before arriving in cybersecurity. Atakama itself began as encryption software and executed a full pivot to browser security purpose-built for the MSP channel. That pivot and how Daniel led his team through it with clarity and conviction is one of the most instructive leadership threads in this conversation. The episode covers shadow AI as a present operational reality inside SMB environments, not a theoretical future risk. It also explores how browser-level visibility reshapes the MSP sales conversation and what it looks like to lead through product transformation without losing team alignment. 00:00 Introduction and guest welcome 01:14 Daniel's entrepreneurial journey from engineering to cybersecurity 02:50 The origin of the Atakama name 04:55 The blind spot in traditional endpoint security stacks 07:08 How AI has changed the security threat landscape for MSPs and their clients 10:33 Shadow AI: what MSP leaders are encountering every week 12:36 How Atakama addresses shadow AI at the browser level 16:56 How browser security helps MSPs grow, sell, and retain clients 20:25 The opening question MSPs can use to start a browser security conversation 23:41 Leadership lesson: communicating through a major product pivot 29:10 Looking ahead: where the MSP security stack is heading 30:05 Life lesson from Daniel: the discipline of responding rather than reacting Who This Is For: MSP owners and CEOs evaluating browser security as a new practice area, technology leaders assessing shadow AI visibility and data governance controls, and MSP operators who want a firsthand account of how a cybersecurity company navigated a full product pivot while maintaining team alignment and market momentum. What You Will Learn: Why the browser is the current blind spot in most MSP security stacks and why endpoint tools alone are not enough What shadow AI is, why its non-malicious nature makes it harder to govern, and why that distinction matters for MSP conversations How Atakama surfaces shadow AI activity and client data uploads to MSPs in real time What browser visibility data looks like in a client-facing or prospect-facing conversation The single question MSPs can ask an SMB decision-maker to open a browser security discussion How Daniel maintained team focus and operational momentum through a complete product pivot What the distinction between responding and reacting means at both the leadership and personal level #MSP #CyberSecurity #ShadowAI #BrowserSecurity #AIGovernance #ManagedServices #MSPGrowth #SunnySilverLinings #ITByDesign #ManagedIntelligence
Serge Bukhar spent ten years inside an MSP, watched it grow from 80 to 400 people, then built something of his own. Ten years later, Atlas Technica is a 400-person pure-play MSP serving the alternative investment industry exclusively. In this episode, Sunny Kaila sits down with Serge to unpack what drove that growth, how Atlas Technica is approaching AI adoption internally and for clients, and why creating space for your team to talk may be the most important leadership move right now. TIMESTAMPS 00:37 From Engineer to Entrepreneur: The Atlas Technica Story 01:22 The Mistake Most MSPs Make: Prioritizing Sales Over Service 02:44 Happy Employees Create Happy Clients 04:48 Building a Pure-Play MSP for Alternative Investment Firms 05:21 Why Measured Growth Beats Growth at Any Cost 05:55 Using AI to Improve Efficiency, Delivery & Client Outcomes 07:18 Why Governance, Compliance & Security Must Come Before AI 09:20 Helping Clients Separate AI Hype from Business Value 10:25 The Dot-Com Comparison: What Today's AI Market Can Learn 12:00 Why MSPs Should Avoid Betting on a Single AI Vendor 15:00 Securing Employee Buy-In for AI Adoption 16:24 How Atlas Technica Implemented Glean Across the Organization 17:32 Driving Adoption Through Communication & Internal Hackathons 19:21 The Reality Check: AI Won't Take Your Job, Someone Using It Better Might 20:24 How Client Demand for AI Changed Almost Overnight 21:27 Why Businesses of Every Size Can Benefit from AI Today 23:50 Turning AI Capabilities Into Growth & Upsell Opportunities 25:36 Serge's Top Leadership Advice: Listen to Your Employees 26:16 Creating Safe Spaces for AI Conversations & Innovation Who this is for: MSP owners and operators looking to scale with intention, leaders navigating internal AI adoption, and anyone working to turn AI into a real business practice. What you will learn: Why service delivery is the real growth driver for MSPs, not sales or technology How Atlas Technica used Glean to give 400 employees practical access to AI How to help clients navigate AI vendor selection without chasing hype Why hedging across multiple AI vendors matters more than committing to one How to identify and retain AI-forward thinkers already inside your organization #AIbyDesign #MSP #ManagedServices #AIAdoption #MSPGrowth #ArtificialIntelligence #ITByDesign #SunnyKaila #AtlasTechnica #AlternativeInvestments #ServiceDelivery #TechLeadership
The MSPs who resisted the cloud in 2013 didn't disappear overnight, but they became last year's business fast. The same shift is happening right now with AI, and it's moving at a speed that won't give anyone a decade to catch up. In this episode, Sunny sits down with various MSP leaders to unpack what it takes to lead a business through this moment, financially, mentally, and operationally. Timestamps: 00:00 — Why embracing AI is non-negotiable for MSPs right now 01:29 — Running a weekly AI Accelerator for MSP leaders 02:08 — "AI won't replace MSPs. AI-powered MSPs will replace MSPs" 03:20 — Why culture and cash are not in conflict 04:27 — Teaching your team the financials: the leadership move most skip 07:56 — DSO explained: the number that changes MSP cash flow overnight 07:59 — Readiness is not a state of being. It's what happens after you act 10:43 — The backwards confidence model: action first, confidence second 11:34 — Being stuck is not a problem. It's a signal Who this is for: MSP owners and operators who want to lead through the AI transition, improve financial health, and stop waiting for the "right moment" to make their next move. What you will learn: Why the AI transition will move faster than the cloud shift and what that means for MSPs who hesitate The difference between AI replacing MSPs vs. AI-powered MSPs outcompeting everyone else How to use DSO as a practical lever to improve cash flow and business health Why financial transparency with your team builds culture, not undermines it The backwards confidence model: why action creates readiness, not the other way around How to reframe being "stuck" as a signal for growth, not a failure state
Most MSP leaders are busy. But busy is not the same as building. In this video, Sunny Kaila breaks down different conversations that reveal the habits, mindsets, and practices that separate leaders who scale from those who stall. Who this is for: MSP owners, founders, and leaders who want to build something that lasts, not just manage what they already have. What you will learn: Why planning more than you think you need to is the foundation most MSPs skip How the shiny toy syndrome quietly kills momentum in growing businesses Why bad decisions are always better than indecision, and how to build that muscle The difference between perception and perspective, and why it changes how you lead, hire, and close A reverse culture fit interview technique that builds buy-in before day one #MSP #ManagedServices #MSPLeadership #SunnyKaila #AIbyDesign #BusinessGrowth #LeadershipDevelopment #DecisionMaking #CompanyCulture #MSPBusiness
Scaling an MSP isn't a technology problem - it's a leadership one. In this SSL Recap, I sit down with MSP leaders to unpack what holds businesses back: founder bottlenecks, overthinking, lack of clarity, and the inability to let go. From building a leadership mindset to creating scalable systems, this conversation goes deep into what it really takes to grow a Managed Service Provider in today's AI-first world. If you're trying to scale your MSP, build a stronger team, or shift from being in the business to building the business, this is the leadership lens you need. Chapters 00:00 – Why everything starts with courage in leadership 02:10 – How mindset and limiting beliefs impact MSP growth 05:00 – Clarity, confidence, and intentional decision-making 08:30 – Why founders become the bottleneck in MSPs 1 2:00 – Letting go: the shift from control to scale 15:20 – Entrepreneurs are wired differently—what that means 18:40 – Building vision and freeing the visionary 22:10 – Hiring the right team and empowering them 26:00 – Overthinking, perfectionism, and getting out of your own way 29:30 – Perspective vs perception in leadership 33:00 – Lessons for young MSP founders and operators 36:30 – Final thoughts on scaling, leadership, and growth Who This Video Is For · MSP owners looking to scale their business beyond founder dependency · Managed Service Provider leaders struggling with growth bottlenecks · Entrepreneurs working on leadership mindset and decision-making · MSP operators building teams, processes, and scalable systems · IT service providers transitioning toward AI-first MSP leadership What You'll Learn · Why MSP leadership not tools is the real driver of growth · How to overcome the founder bottleneck and scale with systems · The role of mindset, courage, and clarity in business decision making · Why perfectionism and overthinking slow down MSP growth · How to hire, trust, and empower teams to execute independently · The importance of perspective in leadership, relationships, and problem-solving · How to transition from doing the work to building a scalable MSP business MSP growth today is defined by how leaders think, delegate, and build systems not just how they deliver services. #MSP #ManagedServices #MSPLeadership #MSPGrowth #ITServices #AIforMSP #BusinessLeadership #EntrepreneurMindset #ScalingBusiness #LeadershipDevelopment #MSPCommunity #TechLeadership
Scaling an MSP isn't about working harder: it's about building a business that runs without you. In this episode, Sunny Kaila breaks down the mindset shift from being indispensable to becoming replaceable, and how the 5 Ps framework (People, Process, Priorities, Performance, Perspective) helps MSP leaders scale faster, eliminate bottlenecks, and prepare for the AI-driven future of managed services. Chapters 00:00 – The mindset shift: Replaceable vs indispensable 00:40 – The 5 Ps of scaling a business 01:30 – Why People come first 02:10 – Process: Eliminating tribal knowledge 03:00 – Guardrails, expectations & autonomy 04:10 – Scaling operations without bottlenecks 05:00 – Why clarity in goals matters 06:00 – MSP industry evolution explained 07:30 – From IT support to business outcomes 08:40 – AI changing MSP-client expectations 10:00 – Advice for MSPs heading into 2026 11:10 – Why MSPs will win in the AI era Who This Video Is For · MSP owners looking to scale their msp business · Leaders in managed services and it services business · Founders focused on msp growth and msp scaling · MSPs adapting to ai for msp and ai for msps · Operators building a scalable msp scaling framework What You'll Learn · How the 5 Ps framework drives msp scaling and long-term growth · Why process and eliminating tribal knowledge is critical in managed services · How to build a strong msp client strategy focused on outcomes · The shift from technical delivery to msp consulting shift and advisory · Why MSP leadership must evolve in the AI era · How AI is reshaping it services business and client expectations #MSP #ManagedServices #MSPGrowth #AIforMSP #ITServices
Scaling an MSP isn't about working harder - it's about thinking differently. In this powerful conversation, we break down the real challenges behind MSP growth strategy, selling to private equity, leadership blind spots, and why AI is reshaping the managed services industry faster than cloud ever did. If you're an IT services entrepreneur navigating MSP operations, considering an MSP acquisition, or preparing for IT services M&A, this episode delivers the hard truths most leaders only learn the expensive way. Chapters 00:00 Greatest Life Lesson in Business 01:15 Perspective vs Perception 03:05 Selling 80% to Private Equity 05:20 The Hardest Leadership Mistake 06:30 AI Is Moving Faster Than Cloud 09:00 No One Is Coming to Save You 10:40 Visionary vs Integrator Explained 12:30 Give Up Control to Grow Who This Video Is For • MSP founders and operators focused on scaling an MSP • Leaders building a managed services business • IT services entrepreneurs considering private equity MSP deals • Executives exploring MSP mergers or MSP acquisition opportunities • Growth-minded leaders navigating AI in IT and business scaling What You'll Learn • The biggest leadership mistake that limits MSP growth • Why perspective vs perception defines IT leadership success • What really happens when selling to private equity • How AI in IT is accelerating faster than cloud transformation • The difference between a Visionary vs Integrator in MSP leadership • Why letting go of control is required for business scaling • How to prepare your managed services business for IT services M&A AI isn't optional. Leadership evolution isn't optional. If you want real MSP growth, you must adapt before the market forces you to. Subscribe for more insights: https://www.youtube.com/ITByDesign #MSP #ManagedServices #MSPGrowth #ITLeadership #PrivateEquity #Entrepreneurship #AIinIT #BusinessScaling #VisionaryLeadership #MSPMergers Pinned Comment : Post this as a comment after posting on the video - What's been your biggest scaling challenge as an MSP - culture, AI adoption, or leadership decisions? About IT By Design: 𝗕𝘂𝗶𝗹𝘁 𝗳𝗼𝗿 𝗠𝗦𝗣𝘀, 𝗯𝘆 𝗮𝗻 𝗠𝗦𝗣. For more than 20 years, IT By Design (ITBD) has been the growth partner MSPs trust to scale profitably. We deliver dedicated engineers, always-on infrastructure management, and practical AI solutions designed to help you build, optimize, and future-proof your business. 𝗖𝗼𝗿𝗲 𝗦𝗲𝗿𝘃𝗶𝗰𝗲𝘀: • Dedicated Engineers (Self or Co-Managed): Global, MSP-trained talent from India or the Philippines. Flexible models, fast onboarding, seamless integration, and AI-enabled expertise. • Infrastructure Management Support (IMS): 24×7×365 NOC, SOC, Helpdesk, RMM Admins, and Professional Services for proactive, scalable coverage. • AI by Design: Practical AI with measurable ROI, from fractional AI leadership and bots to RPA, automation, and AI team training. Join our community of MSP leaders redefining growth. Learn more: https://www.itbd.net Follow us on LinkedIn: https://www.linkedin.com/company/it-by-design Talk to us: +1 212 888 1977 Subscribe to the channel here: https://www.youtube.com/@ITByDesign ITBD's Website: https://itbd.net/ Sunny's Website: https://sunnyspeaks.net/ Build IT Live: https://itbd.net/live/ Apple Podcast: https://apple.co/3DgkT6Q Spotify: https://open.spotify.com/show/4NUoui4 Sunny's LinkedIn: https://www.linkedin.com/in/sunnykaila Instagram: https://www.instagram.com/it.by.design Facebook: https://www.facebook.com/ITByDesign X: https://x.com/IT_BY_DESIGN Sunny's books: Talentpreneurship: https://www.amazon.com/dp/B0CD9DKQW2/
AI isn't just about tools; it's about data, speed, and connectivity. In this episode of AI By Design, Sunny Kaila explains why connectivity is the next growth lever for MSPs in the AI era. Chapters 00:00 – AI, data explosion & why MSPs must adapt 03:12 – How connectivity became a growth lever for MSPs 07:45 – Enterprise digitization & multi-cloud demand 12:30 – Edge computing and data moving faster than ever 17:10 – How MSPs grow EBITDA through service diversification 22:05 – AT&T Partner Exchange explained for MSPs 27:40 – MSP margins, tier-one support & resale opportunities 33:15 – Ideal customer profile for connectivity services 39:10 – AI-driven bandwidth & speed requirements 44:20 – 100G, 400G & the future of enterprise data 49:30 – One action MSPs should take right now Who This Video Is For • MSP owners and leaders focused on MSP growth and valuation • Managed Service Providers exploring AI for MSPs • MSPs looking to increase enterprise value and EBITDA • Technology leaders navigating connectivity, edge computing, and multi-cloud networks • MSPs wanting to move from reactive support to strategic, revenue-driving services What You'll Learn • Why connectivity is now foundational to AI success for MSPs • How AI and the data explosion are reshaping MSP business strategy • Where MSPs can grow EBITDA through service diversification • How edge computing and multi-cloud networks impact MSP opportunities • What AT&T Partner Exchange means for MSP resale and margins • How bandwidth demands (100G, 400G+) will redefine enterprise IT • The one action MSPs should take today to stay competitive Connectivity isn't optional anymore; it's how MSPs future-proof growth in the AI era. #MSP #MSPGrowth #AIforMSPs #ManagedServiceProviders #Connectivity #EdgeComputing #EnterpriseValue #MSPStrategy #DataExplosion #AIandMSPs #MSPBusiness #ThoughtLeadership
Profitable MSPs don't scale by fixing people; they scale by fixing processes. In this Sunny Silver Linings recap episode, we unpack the biggest insights shaping the MSP space today: why process-driven MSPs outperform rockstar-dependent teams, how profitability, EBITDA, and cash flow drive real MSP valuation, and why AI in managed services should be treated as an exoskeleton that amplifies people, not replaces them. This conversation brings together leadership lessons, financial reality checks, and practical growth strategies every MSP leader needs as the industry shifts from IT support to business transformation.
How can MSP owners lead stronger, adopt AI safely, and meet CMMC Level 2 requirements? In this episode of Sunny's Silver Linings, Sunny Kaila interviews Tobias (Toby) Musser, co-leader of MNS Group, a rare CMMC Level 2 assessment MSP and C3PAO. Together they break down leadership development for MSP owners, CMMC compliance explained, and how MSPs can use AI without sacrificing security. What You'll Learn: Leadership development for MSP owners: grit, lifelong learning, mindset, culture. CMMC compliance explained: what Level 2 requires, what tools MSPs can/can't use, and how to stay compliant. How MSPs can use AI: real AI use cases for small businesses, internal copilots, ticket workflows, open-source options (Llama 3, LM Studio, Hugging Face). AI with security-first thinking: how to protect vector databases, internal models, and high-risk data. Abundance mindset in business: why collaboration scales MSPs faster than competition. If you're ready to grow with confidence through AI, security, and strong leadership: this conversation gives you the exact mindset and tools to move forward. #MSP #Leadership #CMMC #Cybersecurity #MSPCommunity #AIforMSPs #BusinessGrowth #SunnySilverLining
From the fields to the fast lane, this is the story of Will Nobles, CEO of Vector Choice, whose journey from bulldozers to boardrooms redefines what leadership and resilience mean in the MSP world. In this candid conversation with Sunny Kaila, Founder & CEO of IT By Design, discover: How Will built Vector Choice from the ground up The 3 leadership lessons every entrepreneur should know Why collaboration beats competition in the MSP channel How "A Week with Will" is transforming MSP leaders globally His vision for building borderless businesses through trust and partnerships A must-watch for MSP owners, entrepreneurs, and business leaders seeking sustainable growth and leadership clarity. Subscribe to Sunny's Silver Linings for more stories from the world's most inspiring leaders. [LINK] #Entrepreneurship #Leadership #BusinessGrowth #AI #Automation #Cybersecurity #MSPCommunity #GrowthMindset #WillNobles #SunnyKaila
Michael Stratos, CEO of Red Helm, shares his journey from Ideal Integrations to building a leading MSP + MSSP cybersecurity company. In this video, Sunny Kaila and Michael discuss: The story behind Red Helm's rebrand Turning competitors into collaborators in the MSP channel How AI and cybersecurity drive growth for MSPs Red team, pen testing, and continuous security strategies Leadership lessons and perspective-driven decision making Whether you're an MSP looking to scale, a cybersecurity leader, or an IT channel partner, this conversation shows how collaboration, trust, and innovation create exponential impact. #MSP #MSSP #CyberSecurity #RedHelm #PenTesting #ITLeadership #BusinessGrowth #AI #ChannelPartners
Join Sunny Kaila as he talks with Alex Brandt, cybersecurity expert and MSP strategist, about the next revolution in the industry: browser security. Learn why the browser is the new endpoint, how MSPs can turn it into revenue, and how AI provides actionable insights to protect clients and boost productivity. Key Highlights: Why SMBs are leading the cloud revolution and the browser is the next endpoint. How MSPs can monetize browser security and create strategic advantage. Real-world examples of AI usage and productivity insights in the SMB space. Steps to conduct browser security assessments and drive client trust. Alex emphasizes that browser security represents a major industry shift, urging MSPs to act now, integrate it into their strategy, and use it to stand out from competitors. Listen to the full episode and elevate your MSP strategy today! kvPzHq5VcSdi5qVREyEd
What does it take to transform from an indispensable founder to a scalable leader? In this episode, Kevin Blake shares his powerful journey from building ICS and selling it, to guiding MSPs on leadership, delegation, and the next big frontier: AI. Key Highlights: Kevin’s story of building and eventually selling ICS. The pivotal lesson: why being replaceable increases enterprise value. How to find and empower your “number two” with business acumen, not just technical skills. Systematizing operations with processes, priorities, and KPIs. The founder’s most powerful tool: perspective. Why AI is the next industry-defining shift, and how MSPs can lead with it. Packed with insights, Kevin’s story is both a blueprint and a call to action for MSP founders. Build scalable systems, embrace AI, and position yourself as the trusted thought leader your clients need.
In this episode of Sunny’s Silver Linings, Sunny sits down with Al Alper, founder of CyberGuard360 and serial entrepreneur, to explore how MSPs can evolve beyond tools and quick fixes to deliver real client value. Al reveals why the future of cybersecurity isn’t just detection; it’s prediction. By anticipating where attackers are headed, MSPs can shut them down before they strike. Along the way, he explains why compliance is the true backbone of reliability, and why empathy: knowing your clients’ business better than they do, is the ultimate MSP advantage. Key Highlights: Why are tools only enablers, not solutions. How predictive AI shifts cybersecurity from defense to offense. Compliance reframed: the foundation of trust and consistency. Common MSP blind spots and how to turn them into competitive edges. The mindset shift: from fixing problems to enabling growth. Packed with practical insights, this conversation is a must-watch for MSP leaders who want to build resilient, future-ready businesses.
In this compelling episode, MSP legend Chris Day shares his transformative journey from an IT services entrepreneur to a software visionary who helped solve the industry's biggest documentation problem. Join us as we discuss: Why a plumber role is a dangerous posture for an MSP and how to pivot to a strategic advisor. The birth of IT Glue: How solving a core business problem led to a multi-million-dollar software company. The importance of relentless perseverance and why the moment you're ready to quit is often when a miracle happens. How to go from a reactive "break-fix" mindset to building a strategic "growth loop." Navigating the AI revolution and becoming an "AI shepherd" for your clients. This is more than a conversation; it's a blueprint for building a high-impact, high-value business. Watch now and discover the keys to unlocking your next step altitude!
What if automation wasn’t about replacing people—but freeing them up to do what matters most? In this episode, Tara Rummer of ImmyBot shares how her team is helping MSPs scale smarter, eliminate revenue leaks, and reclaim valuable time—without losing their human touch. We uncover: The real origin of ImmyBot (from a 20-year-old MSP!) Why automation ≠ AI, and why that distinction matters Fixing revenue leakage through smart PSA integrations How freeing up engineers leads to higher-margin work Community-first growth without a sales team Why trust, culture, and people still matter most Whether you’re scaling an MSP or streamlining your stack, this is a must-listen conversation with someone who’s been in your shoes. Visit ImmyBot: #MSPCommunity #MSPAutomation #ImmyBot #BuildITLive #PeopleFirstLeadership #TimeFreedom #OperationalExcellence
In this episode, Ryan Bowman of ThreatLocker joins Sunny Kaila for an insightful conversation on what it takes to defend today’s MSPs from modern cyber threats. From his time in the trenches as an MSP operator to his current work helping partners at ThreatLocker, Ryan shares powerful insights on: Why “Zero Trust” isn’t a buzzword: it’s a necessity How attackers are using AI to rewrite and bypass defenses Why familiar tools, when misused, are the most dangerous What vendors get wrong about AI—and how to stay human-first Plus: How to grow techs into transformational leaders This isn’t a hype session: it’s a wake-up call. Want to stay ahead of the threats and lead with clarity? Don’t miss Ryan live at Build IT LIVE 2025: Subscribe for more unfiltered leadership conversations: #MSPCybersecurity #ZeroTrust #AIThreats #BuildITLIVE2025 #MSPLeadership #RyanBowman #ThreatLocker #HumanFirstSecurity #MSPStrong
What’s stopping your MSP from scaling? Hint: it’s not sales, it’s cash flow. In this episode of Sunny’s Silver Linings, I sit down with Baxter Lanius, CEO of Alternative Payments, to unpack why cash confidence is the true growth engine for modern MSPs. From Wall Street investing to launching a fintech built for the channel, Baxter shares how automation, clarity, and a shift in mindset can transform your operations — and your EBITDA. Key Takeaways: Why most MSPs unknowingly bleed value from slow AR processes How to reduce DSO from 35 to 10 days with automation The mindset shift from technologist to strategic operator How PE thinking helps you prioritize the right growth bets “Revenue is vanity, profit is sanity, cash flow is reality” — explained Whether you’re bootstrapped or PE-backed, this is a must-watch for any MSP leader serious about scaling smarter.
Struggling to get real ROI from your MSP sales efforts? In this episode of Sunny Silver Linings, Kendra Lee: sales strategist, HubSpot Gold Partner, and AI-for-sales expert: shares how MSP leaders can use AI to drive smarter prospecting, tighter follow-ups, and repeatable revenue growth. We cover everything from sales consistency and CRM discipline to the right way to use AI without losing your authenticity. This is your playbook for building a sales machine that works without sounding like a robot. Don’t miss out! #SunnySilverLinings #MSPSales #AIforSales #RevenueGrowth #SalesStrategy #MSPGrowth #LeadershipInTech
Are you an MSP owner feeling indispensable? In this episode, Jamison West, a serial entrepreneur and MSP veteran, unveils his transformative "Five Ps" framework for building a business that thrives independently. Learn how to overcome the founder's fear, delegate effectively, and unlock unparalleled freedom. Key Highlights: The profound shift: from indispensable owner to replaceable leader. Jamison's "Five Ps" for building a scalable, high-value business. How to find and empower your ideal "number two.” Aligning incentives for mutual growth and shared success. Overcoming common owner pitfalls and the power of Highest and Best Use (HABU). This episode is packed with actionable insights for MSP leaders ready to create enterprise value, gain time freedom, and truly enjoy their entrepreneurial journey. Don't miss out—subscribe for more leadership and growth strategies!
Struggling to scale your MSP with the right people? You're not alone. In this powerful episode, IT By Design CEO Sunny Kaila talks with Ainsley Lump of Entech about the real HR strategies that drive growth, loyalty, and culture in today’s MSP landscape. From recruiting smarter to building magnetic culture and performance systems your team actually wants—this is the leadership masterclass you didn’t know you needed. Here’s a synopsis of what Ainsley shares: Why scalable processes are the #1 thing MSPs overlook What top talent looks for before they even apply How to create a culture that retains, inspires, and grows people The truth about performance reviews (hint: your team wants them!) And much more! If you want to lead with heart and strategy, hit play now! #MSPLeadership #PeopleStrategy #CultureDrivesGrowth #HRForMSPs #ScalableGrowth #Entech #ITByDesign
What’s the secret to building an unstoppable MSP in today’s fast-moving tech world? In this episode, Peter Melby, CEO of New Charter Technologies, breaks down how top MSPs are shifting from reactive IT support to proactive business problem-solvers. Discover why the future belongs to those who ask better questions, embrace AI with purpose, and treat their MSP like an innovation lab—not just a service desk. Key Highlights: Why solving business problems is the new MSP superpower The hidden cost of not asking the right client questions How AI can drive client value—not just internal efficiency Why MSPs must own their innovation strategy Balancing vendor support with internal agility The people-first mindset that builds lasting trust This is a must-watch for MSP leaders ready to evolve, innovate, and lead their clients through real business transformation. Subscribe for more growth-focused conversations! #MSPStrategy #BusinessTransformation #AIforMSPs #TechLeadership #ManagedServices #DigitalInnovation
What does it take to lead the next evolution of the MSP industry? In this episode, Bill McLaughlin of Thrive reveals how visionary leadership, a security-first approach, and a relentless focus on people and execution have fueled Thrive’s extraordinary growth. Key Highlights: The bold "Thrive 2.0" transformation strategy Why leadership and culture drive real MSP success How ServiceNow and innovation differentiate Thrive Private equity’s role in scaling without losing soul The critical role of internal talent development Building client trust through promise-keeping and referrals This conversation is packed with actionable lessons for MSP leaders who want to innovate, scale, and lead with impact. Subscribe for more real-world leadership insights!
What does it take to scale a visionary business? In this episode, Sunny Kaila and Chad Willardson reveal how visionary-integrator alignment can propel your growth and elevate your leadership. Discover the blueprint for creating a high-performing team that amplifies your vision and drives success. Key Highlights: The unique mindset of founders and why it’s different How to protect the visionary’s time for strategic growth Why every visionary needs an integrator to turn chaos into clarity Practical steps to build your team in alignment with your vision The secret to leadership: energy, not just strategy This episode is packed with actionable insights for visionary leaders looking to scale smarter and build a business that thrives on clarity and alignment.
What separates successful entrepreneurs from the rest? It’s not just vision—it’s resilience, adaptability, and the willingness to embrace discomfort. In this episode, Nick Recker shares his journey from running a small MSP to building Blue Alliance, an innovative platform company. The challenges of scaling a business Why the "messy middle" defines true entrepreneurs The power of self-audits and strategic pivots How culture and accountability fuel growth Why collaboration beats competition in today’s MSP landscape Join us as we break down the mindset shifts and real-world lessons that every business leader needs to hear.
What does it take to build a high-performing MSP? In this episode, discover how Kayvan Yazdi and Iman Oskoorouchi of TruAdvantage transformed their business by embracing a growth mindset, prioritizing leadership, and investing in their people. Key Highlights: Shifting from IT consultants to business leaders The power of a people-first culture in driving success Overcoming distractions and staying laser-focused on growth How personal development fuels team performance The importance of surrounding yourself with the right mentors This episode is packed with actionable insights for MSP leaders looking to scale their business and build unstoppable teams. Don’t miss out—
The MSP M&A game is changing. Economic shifts, rising interest rates, and evolving deal structures are reshaping the landscape. But opportunity is still everywhere for those who are prepared! In this episode of Sunny’s Silver Linings, I sit down with Arlin Sorensen, Rob Stephenson, and Christopher Vollmond-Carstens to unpack: ✅ The current state of MSP M&A and market trends ✅ How rising interest rates impact valuations and deal structures ✅ What makes an MSP acquisition truly successful ✅ The importance of strategic fit, leadership, and profitability ✅ Key steps for MSP owners planning an exit or acquisition Whether you're looking to scale through acquisitions or preparing for your own exit, these insights are invaluable. for more expert insights to help you grow and thrive in the MSP space!
In this episode of Sunny’s Silver Linings Podcast, IT By Design CEO Sunny Kaila sits down with M&A expert Hartland Ross to break down the evolving MSP M&A landscape. Hartland shares key insights on: ✅ Why it’s a seller’s market & what it means for MSP owners ✅ How to maximize business value before selling ✅ The biggest red flags that scare off buyers ✅ Strategies to scale & stay competitive in a consolidating industry If you’re considering an acquisition or planning an exit, this conversation is packed with actionable takeaways to help you make informed decisions. Don’t forget to like, subscribe, and hit the bell for more expert insights! #MSPM&A #BusinessGrowth #MergersAndAcquisitions #MSPsuccess #ScalingYourMSP #Entrepreneurship
In this episode of Sunny's Silver Linings Podcast, IT By Design CEO Sunny Kaila dives into the evolving MSP ecosystem with Paul Hamilton and Tim Barton-Wines from Halo. Discover how teamwork, innovation, and delivering exceptional value are reshaping the industry. Key highlights: The power of collaboration in navigating challenges and opportunities in the MSP space. How Halo's innovative credit-back policy and customer-first approach redefine value. Strategies for building high-performing teams, including mentorship and culture-driven onboarding. Using AI and automation to drive impactful results and ensure sustainability for MSPs. Leadership lessons: moving from command-and-control to trust-based collaboration. This episode is packed with actionable insights for MSP leaders and teams looking to transform challenges into growth. Don’t miss out—
In this episode of Sunny's Silver Linings Podcast, IT By Design CEO Sunny Kaila sits down with Beth Leonard, COO of R3, to discuss her incredible journey from earning $8 an hour in retail to leading a thriving IT company. Beth opens about overcoming significant challenges, including homelessness and a life-altering cancer diagnosis. In this inspiring conversation, she shares: -How resilience shaped her path to success. -The importance of diverse talent in the IT industry. -Effective strategies for delivering world-class customer experiences. -Innovative approaches to team building and leadership in the MSP space This episode is filled with valuable insights for anyone looking to transform adversity into achievement. Tune in to hear Beth's powerful story and discover the keys to effective leadership and team empowerment! Don’t forget to subscribe for more inspiring stories and insights on building a successful, purpose-driven business! #SunnySilverLinings #ITByDesign #Leadership #Resilience #Success #ITIndustry #Podcast #Inspiration
In this episode of Sunny's Silver Linings Podcast, IT By Design CEO Sunny Kaila sits down with Mit Patel, a seasoned MSP entrepreneur, to explore the tough decision every business owner faces: Should you sell your MSP or hold on for the long haul? Learn from Mit’s two decades of experience as he shares: How to define your personal and financial “enough.” Why timing and preparation are key for a successful sale. The dangers of chasing trends and the power of refining existing systems. How to build a business that thrives without you, even without an exit. This episode is packed with invaluable insights for MSP owners who are at the crossroads. Tune in for a deeper look at business growth, leadership, and navigating the MSP exit strategy with intention! Don’t forget to subscribe for more tips on building a purpose-driven, successful business!
In this episode of Sunny’s Silver Linings, CEO Sunny Kaila sits down with MSP leaders Chris Caprio and Michael Hornby to share powerful strategies for team empowerment and growth. From making impactful first impressions to unlocking the full potential of your tools, they discuss how to build a culture of trust, expand talent pools, and align personal and professional goals. Get ready for actionable insights to elevate your MSP business through collaboration and strategic expansion.
Join Sunny Kaila, CEO of IT By Design, and cybersecurity expert Maggie MacAlpine in this eye-opening episode of Sunny’s Silver Linings as they tackle the evolving landscape of cybersecurity threats facing Managed Service Providers (MSPs). Explore the parallels between historical piracy and today’s cybercrime and learn why MSPs are now prime targets for hackers. Discover essential strategies for enhancing cybersecurity hygiene and simplifying your security tools to effectively protect your clients. This episode is filled with valuable insights on transforming your MSP into a Managed Security Service Provider (MSSP) and unlocking new revenue streams in the face of increasing cyber threats. Don’t miss out on this vital conversation— on thriving in the ever-changing MSP landscape by IT By Design!
Join IT By Design CEO Sunny Kaila in this episode of Sunny’s Silver Linings podcast as he chats with EOS Worldwide experts Kelly Knight, CJ Dubé, and Mark O'Donnell. Together, they delve into the crucial role of a people-first culture in driving business success and overcoming challenges. Here are the key takeaways from the enlightening session: • Discover how IT By Design's journey with the Entrepreneurial Operating System (EOS) transformed their approach to scaling while prioritizing team well-being • Hear Kelly’s thoughts on the importance of love and support in the workplace • Learn from CJ about the ongoing journey of cultivating a robust company culture • Understand how Mark emphasizes the “right person, right seat” philosophy for sustainable growth Packed with actionable insights, this episode reveals how courageous leadership, and alignment can elevate your organization. Don’t miss this inspiring conversation on harnessing the power of people for extraordinary outcomes! Subscribe now for more powerful insights on leadership and organizational culture from IT By Design!
In this episode of "Sunny Silver Linings," I interview Brad Schow about the transformative power of MSP communities. We explore the idea that one plus one isn't just two; it’s equal to eleven. By embracing an abundance mindset and a Go-Givers approach, we can unlock limitless potential in the total addressable market. Instead of viewing other MSP platforms and communities as competitors, we should see them as collaborators. Together, we can create greater value for our partners. Join us as we discuss why building bridges, not boundaries, makes MSP communities stronger. Tune in now!
In this episode of Sunny’s Silver Linings podcast, IT By Design CEO Sunny Kaila engages in a thought-provoking conversation with James Hwang, author of Dare to Fail, about the transformative power of embracing failure in leadership. Discover how to redefine failure as a stepping-stone for growth and innovation. Hear James’s perspective on shifting mindsets to view setbacks as valuable lessons. Learn about the Actionable Leadership Framework and how it can elevate your leadership style from positional authority to mentorship. This episode is filled with actionable insights on fostering a culture that encourages calculated risks and resilience in teams. Tune in for an inspiring dialogue on how embracing failure can lead to boundless expansion and success! Don’t forget to subscribe for more leadership strategies and growth insights from IT By Design!
In this episode of Sunny's Silver Linings podcast, IT By Design Founder & CEO Sunny Kaila interacted with Johan Hammerstrom, CEO of Community IT Innovators, to discuss the power of purpose-driven leadership in the MSP space. Johan shared valuable insights on aligning business goals with customer needs, building a strong organizational culture through trust and fostering talent development by focusing on individual strengths. Whether you're an MSP leader or a business owner, these lessons will help you unlock sustainable growth and success. Key topics covered: The importance of customer value propositions Creating a purpose-driven business Building a strong team with trust and autonomy Developing talent by leveraging strengths Aligning business objectives with customer needs Don't forget to like, comment and subscribe for more leadership insights! #MSP #Leadership #PurposeDriven #CommunityIT #SunnySilverLinings #BusinessGrowth #TalentDevelopment #Entrepreneurship
In this special episode of Sunny’s Silver Linings, host Sunny Kaila interacted with Ben Tercha, COO of Omega Systems, to explore his 19-year journey in the managed service provider (MSP) industry. From building strong customer relationships to leading high-performing teams, Ben shares actionable insights for growing your MSP business. Key takeaways include: The importance of innovation to stand out in a competitive MSP landscape How to build meaningful, long-lasting relationships with customers Leadership strategies for creating culturally aligned, high-performing teams The role of clear communication in driving team success and company growth Tune in to learn how these strategies can drive long-term success for your MSP. #MSP #Leadership #CustomerSuccess #SunnysSilverLinings #BuildITLIVE #OmegaSystems #WinningTeams #BusinessGrowth #WinningGlobalTeams
In this episode of Sunny’s Silver Linings, IT By Design CEO Sunny Kaila talks with Sumeet Sabharwal, CEO of Netgain, and Frank DeBenetto, General Manager of MSP Suite at Kaseya, about the challenges MSPs face with profitability and share actionable strategies for expanding beyond regional boundaries and maximizing value. Key Topics Covered: Overcoming Profitability Challenges in the MSP Industry Expanding MSP Operations Beyond Regional Boundaries The Power of Focus and Discipline in MSP Growth Embracing a Borderless Business Mindset Tune in to discover how MSPs can thrive in today’s competitive market by adopting a borderless approach and focusing on delivering real value to clients. Don't forget to like, comment and subscribe for more insights!
In this episode of Sunny's Silver Linings, IT By Design CEO Sunny Kaila sat down with Max Kaplan, Director of Engineering at Machado Consulting, Inc., to discuss the importance of a people-first culture in business. Max shared how adopting IT By Design's talent operating system, Team GPS, transformed their team's dynamics by improving goal setting, enhancing peer recognition, and streamlining one-to-one meetings. Tune in to learn how these strategies can help you foster a more engaged and productive workforce. Key Topics Covered: Embracing a Partnership Mindset Overcoming Challenges with Team GPS Transforming Goal Setting Enhancing Peer Recognition Streamlining One-to-One Meetings The Power of Clarity and Accountability Don't forget to like, comment and subscribe for more insightful episodes!
In this insightful episode of Sunny's Silver Linings podcast, IT By Design CEO Sunny Kaila is joined by Ann Sheu, Founder & CEO of Mpowered Families, to explore the keys to relationship success at home and work. Ann shares her personal journey, the founding of Mpowered Families, and practical strategies for improving relationships through intentionality and self-care. Key Topics Covered: The inspiration behind Mpowered Families The importance of "me work" and self-care Strategies for overcoming common relationship obstacles The power of the "decade dream" Applying relationship principles in the workplace Discover how to live life by design and foster meaningful connections with Ann's transformative insights. Don't miss this episode!
In this episode of Sunny's Silver Linings, hosted by IT By Design CEO Sunny Kaila, we have an engaging and insightful conversation with Brian Hoppe, a strategic coach for MSPs. Brian shares his entrepreneurial journey, offering valuable advice for new and existing MSP owners. From the importance of finding your niche to the critical role of company culture and the common mistakes MSPs make, Brian's wisdom is a must-hear for anyone in the managed services industry. The key highlights include: Brian's entrepreneurial journey and transition from tech to business leader Essential advice for new MSP owners and what he wishes he knew when starting out The significance of vertical focus and being selective with clients Strategies for building a strong company culture and retaining top talent Common mistakes MSPs make and how to avoid them The importance of peer groups, business operating systems, and having a coach Don't miss out on this enriching discussion that can help take your MSP business to the next level!
Join IT By Design CEO Sunny Kaila as he chats with Christopher Vollmond-Carstens, Chief M&A Officer at Ntiva Inc., about the latest trends in the MSP mergers and acquisitions (M&A) landscape. Discover strategic advice, future predictions and the role of global teams in this insightful episode of Sunny's Silver Linings. Don’t miss out on expert tips for staying competitive and growing your MSP business!
Welcome to the latest episode of "Sunny's Silver Linings" podcast, hosted by IT By Design CEO Sunny Kaila. In this episode, Sunny engaged in insightful discussions with Lori Patrick, Vice President of Central Services at 1Path, and Luca Jacobellis, Chief Operating Officer at 1Path. Join us as we explore their perspectives on leadership, technology trends and navigating the challenges of the managed service providers (MSP) industry. Don’t miss out on this enriching conversation!
The latest episode of the "Sunny’s Silver Linings" podcast featuring Jonathan JB Lamb, CEO of Wolf Consulting is out, and you must listen to it now! Tune in to hear JB’s inspiring leadership journey, unique insights on the MSP industry, and his strategies for driving growth and innovation. Don't miss this deep dive into effective MSP leadership and the importance of people-centric, proactive approaches. #SunnysSilverLinings #SSLPodcast #MSPGrowth #MSPLeadership #PeopleCentricCulture #WolfConsulting
This week’s episode of the “Sunny’s Silver Linings” podcast features MSP growth tips and insights from two seasoned entrepreneurs Patrick Clements and Michael Clements from SherpaDesk. In this episode, Sunny, Mike and Patrick delved into: — Navigating niche specialization for MSP growth — Prioritizing customer relationships for sustainable success — Steering clear of common MSP pitfalls — Nurturing a positive company culture for innovation — And much more Tune in to gain actionable tips and wisdom from this enriching conversation. #MSPGrowth #Entrepreneurship #Podcast #BusinessInsights #LeadershipDevelopment #Innovation #SunnysSilverLinings #SSLPodcast
ATTENTION all MSP leaders concerned about talent management and cultivating a strong company culture. Join Sunny, Jen Zaroski, Chief People Officer at VC3, and Todd Billiar, Director of Strategic Partnerships at IT By Design, as they delve into strategies for fostering a thriving company culture and building high-performing teams. Here's what you'll learn from the episode: Embrace continuous learning and a growth mindset in leadership roles. Seek mentorship to accelerate personal and professional development. Lead with purpose, fostering psychological safety, trust, and accountability. And much more. #SunnysSilverLinings #SSLPodcast #MSP #Leadership #TalentEngagement #TalentManagement #CompanyCulture #MSPChallenges
Are you an MSP looking to take your business to the next level? Look no further and watch the latest episode of the Sunny’s Silver Linings podcast. Explore key insights from industry leader William Flannery on building a successful MSP with a focus on: — Client satisfaction: Moving beyond generic solutions to become a trusted advisor. — Employee retention: Fostering a culture of appreciation and growth. — Strategic M&A: A powerful tool for growth, but careful planning is key. Watch the full episode and learn how to build a thriving MSP! #SunnysSilverLinings #SSLPodcast #managedservices #msp #business #growth #clientsatisfaction #employeeretention #mergersandacquisitions #MA
Look who joined Todd Billiar for the latest episode of the “Sunny’s Silver Linings” podcast for an insightful discussion on the future of MSPs—Ahmed Fadili, VP of Managed Services and Cloud Operations at Focus Technology Solutions, and Chris Poulopoulos, VP of Systems Integration at New Era Technology. Catch the whole conversation to gather their advice to their fellow MSP leaders: — Embrace vulnerability and feedback for growth. — Simplify pricing and packaging for transparency. — Foster a strong organizational culture through core values alignment. — Discover effective employee retention strategies. — Learn about leadership development and proactive measures for industry challenges. #SunnysSilverLinings #SSLPodcast #MSP #Leadership #TechIndustry #FutureofMSP
The latest episode of the "Sunny’s Silver Linings” podcast Sunny’s conversation with Katrina Barnes, CEO at Beringer Technology Group, about: Importance of people in leadership: right individuals in right roles Building unique MSP identity: focus on customer service and tech advancements Future trends: AI revolution and shifting leadership dynamics #SSL #Podcast #SunnysSilverLinings #ITBD #MSP #Leadership #TechTrends #AI #PodcastInsights
The year’s first M&A panel of the "Sunny’s Silver Linings” podcast, Sunny engaged in an insightful discussion with industry experts Sam Levy, Partner – M&A Execution (Drakestar) and Christian Fulmino, SVP of Corporate Development and M&A (Dataprise) about the intricacies, current state and future trends of mergers and acquisitions (M&A) in the MSP channel. In their conversation with Sunny, Sam and Christian emphasized: — The current M&A landscape in MSP industry, highlighting trends and challenges. — Factors driving M&A today include consolidation, specialization and demand for advanced technologies. — Why sellers should focus on revenue quality, customer diversification and understanding deal structures. — And much more Listen to the full episode now to gather all the insights in depth. #MergersandAcquisitions #M&A #SunnysSilverLinings #SSLPodcast #MSPChannel #MSP
The “Sunny’s Silver Linings” #podcast is back in the new year and with a discussion on the state of the channel in the new year. Sean Francis, CEO of Technology Assurance Group, Michael Hornby, CEO of Techmentum IT, and Al Alper, CEO of Absolute Logic share valuable perspectives and offer invaluable advice to newcomers and established players alike. In their conversation with Sunny, they emphasize on the importance of a few steps every MSP leader must take: — Specialize for competitive edge: Tailor solutions to client needs, boosting MSP competitiveness. — Customer-centricity drives growth: Prioritize long-term relationships for business expansion. — Stay ahead with tech: Use AI and automation for streamlined operations and meeting client demands. — And much more Listen to the full episode now to gather all the insights in depth. #StateoftheChannel #SunnysSilverLinings #SSLPodcast #MSP
In today’s episode of “Sunny’s Silver Linings” #podcast, Rob Wilson, President of Employco USA, Inc. and Ainsley Lump, HR Manager from Entech US, talk to host Sunny Kaila about talent leadership, recruitment and retention. Rob and Ainsley share great insights into important topics such as: — The employer-driven talent market — Attracting top talent with strong employer branding and competitive compensation — Build a positive company culture through leadership and clear values — And much more #MSP #Startups #Podcast #CompanyCulture #HRInsights #TalentManagement #HRStrategies #TalentRetention #TechLeadership #SunnysSilverLinings
Unlock the secrets to MSP success with insights from industry leaders Michelle and Victoria! Join us in the latest edition of our “Sunny’s Silver Linings” podcast as we delve into financial planning, cybersecurity essentials, and effective team building strategies. Learn how to cultivate a strong company culture, attract top talent, and retain IT professionals in a competitive landscape. Watch the complete episode to discover the art of empathetic leadership and the power of overcommunication.
In today’s episode of “Sunny’s Silver Linings” #podcast, Celeste Ryan, Chief People Officer of Evergreen Services Group and Christopher Caprio, CEO of Focus Technology talk to host Sunny Kaila about the wisdom they’ve gathered over years of working in the MSP space. Celeste and Chris delve into important topics such as: — Navigating challenges and lessons for small to medium-sized businesses in the MSP channel — The power of focus, finding ideal customers and optimizing strengths for success — Financial planning for success, budgeting and informed decision-making for startup triumphs — Learning from mistakes, the impact of overlooking first impressions during client onboarding and the importance of long-term relationship building — Building a robust team for sustained success — And much more Dive deeper into these insights by tuning in to the full episode now. #MSP #Startups #Podcast #CompanyCulture #SuccessStrategies #TechLeadership #SunnysSilverLinings
Explore the dynamic world of MSP success with industry veterans Anthony and Josh. In this episode of “Sunny’s Silver Linings” podcast, they share with host Sunny Kaila their insights on navigating challenges, embracing cybersecurity, and fostering a resilient company culture. Their entrepreneurial journeys highlight the shift from tech-centric mindsets to holistic business approaches. Learn from their experiences to master the art of marketing, networking, and building winning teams. Watch the complete episode to discover the keys to thriving in the competitive landscape of managed services.
In the latest edition of “Sunny’s Silver Linings” podcast, we are unveiling the secrets to entrepreneurial success. Join our CEO Sunny Kaila as he hosts an insightful panel discussion with seasoned entrepreneurs – Gregory, Kevin, and Brent – as they share their hard-earned insights and offer invaluable advice for both new and experienced business owners. Watch the complete episode to learn from their growth mistakes and delve into the art of building a strong company culture.
Join us for an illuminating episode on 'Sunny's Silver Linings' podcast as we welcome two distinguished guests, Kelly Knight from EOS Worldwide and Mitch Morgan from New Charter Technologies. Kelly and Mitch's experience and expertise shine through as they reveal practical advice and strategies that are not only insightful but also actionable. Discover how to build a thriving organizational culture that resonates with your core values, and learn the art of attracting, hiring, training, and retaining the best talent in today's competitive landscape. Watch this enlightening conversation as Kelly and Mitch discuss with host Sunny Kaila the importance of creating a strong company culture, attracting and retaining top talent, and sidestepping common entrepreneurial pitfalls. #Podcast #BusinessGrowth #Leadership #CompanyCulture #TalentManagement
Join Sunny Kaila in a captivating episode of Sunny's Silver Linings podcast featuring Ryan Vestby and Steven Freidkin, as they share their remarkable journeys from unconventional beginnings to leadership roles in the IT industry. Gain valuable insights into entrepreneurship, leadership, and the challenges faced in the world of Managed Service Providers.
Did you know that Michael DePalma is one of our featured speakers at Build IT LIVE 2023? Tune in to this episode of "Sunny's Silver Linings" podcast and discover how to tackle scaling challenges, build winning teams, and thrive in the ever-growing MSP channel. Plus, join us at Build IT LIVE to gain exclusive insights from the seasoned pro in the MSP industry. See you next week!
Dive deep into the ever-evolving world of cybersecurity in the MSP space our latest episode of “Sunny’s Silver Linings” podcast with our special guest Bruce McCully from Galactic Advisors. Bruce shares his expertise on pricing strategies, demonstrating risk, and how to stand out in a competitive market. Don't miss out on his valuable insights! Plus, discover why Bruce is looking forward to attending and speaking at Build IT LIVE, including an out-of-this-world food experiences at NASA. 🌌 A gastronomical AND educational feast awaits! Registrations close soon. Save your spot NOW at
In this week’s episode of “Sunny’s Silver Linings” podcast, join Greg Jones from Datto and discover how to: 🌟 Elevate your leadership and team management skills. 💼 Drive sales with a service-focused mindset. 🌐 Capitalize on the evolving MSP landscape. Greg spills the beans on some top-notch tips for MSP success, so be sure to tune in! What’s more, the MSP expert and industry leader will also be joining us at Build IT LIVE and sharing his insights on leadership, sales, and developing a winning team along with his Datto colleague, Michael DePalma. Save your spot NOW!
🎙️ Exciting news! 🚀 David Weeks will be joining us at this year's Build IT LIVE. Plus, he stars in the latest episode of "Sunny's Silver Linings" podcast as he and host Sunny Kaila dive into the world of MSP growth, partnership, and success. Get ready to uncover invaluable insights on unlocking growth vectors, understanding market trends, and aligning your sales and marketing strategies for maximum impact. 📈 Plus, Sunny and David offer an exclusive sneak peek into the thrilling NASA experience planned for Build IT LIVE 2023. Join us on a journey beyond the clouds and explore the frontiers of AI, technology, and business growth. Hurry up and save your seat NOW!
Join the latest episode of "Sunny's Silver Linings" podcast as we catch up with Jonathan Crowe from NinjaOne. From community building to automation culture, trust, and more – we're unraveling the secret ingredients that make MSP relationships rock! Get ready for insights, stories, and a whole lot of channel camaraderie. Tune in now and get your MSP game on! 🎧🔥 What’s more: Jonathan will be speaking at Build IT LIVE 2023 in Orlando. Register now at itbd.net/live to save your spot!
What’s the key reason why MSPs love to attend Build IT LIVE? “Because you actually want to learn” chimes in Matthew Koenig from Nodeware. Watch the latest episode of “Sunny’s Silver Linings” podcast as Matthew and host Sunny Kaila dive deep into the essence of partnership, leadership, and all things business magic. Matthew's energy and mindset shine through as he shares his thoughts on redefining the sales process, especially for the millennial and Gen Z audience. Plus, Matthew gives us a little sneak peek into his upcoming breakout session at Build IT LIVE that focus on modern sales strategies, including how to sell cybersecurity services in just 30 minutes! Book your tickets to Build IT LIVE today to get the complete picture! itbd.net/live
Tune in to "Sunny's Silver Linings" Build IT LIVE special episode with cybersecurity guru, Danny Jenkins from ThreatLocker! 🛡️ Hear Danny's predictions for the evolving threat landscape and how you can protect your business. Don't miss this opportunity to scale your business 10x with expert insights and build a resilient, secure future. Dive further into the world of cybersecurity and its future landscape as Danny takes the stage at Build IT LIVE. Save your seat now!
Join us on "Sunny's Silver Linings" podcast with Strategic Coach’s Shannon Waller for an enlightening discussion on how you can 10X your company, team, culture, and results. Discover the power of unique ability, entrepreneurial mindset, and creating value for lasting success. Tune in now! Can’t get enough of Shannon Waller? Come, join us at Build IT LIVE where Shannon is one of our keynote speakers and is also headlining 4 breakout sessions. You don’t want to miss it!
This week, on the latest episode of “Sunny's Silver Linings” podcast, we are revealing the secrets to building a thriving MSP business. Join industry experts Jack Daly, Gary Pica, and Jim Lippie as they share invaluable insights and strategies for overcoming growth challenges, pricing strategies, embracing emerging technologies like AI, and more. Don't miss this enlightening discussion that will empower you to take your MSP to new heights. Tune in now!
“If you had a magic wand, what’s the number one business problem you would solve?” Host and CEO Sunny Kaila poses this question to our guests – James Hwang, Joshua Skeens, and Greg Zolkos – in this episode of “Sunny’s Silver Linings” podcast. From sparking explosive organic growth to crafting a winning company culture, these fearless industry leaders spill the beans on what it takes to thrive in today's business landscape. Join us as we dive deep into the captivating journeys of these entrepreneurs and uncover the key challenges and opportunities in the MSP space.
Profitability has always been a crucial goal for MSPs. In this week’s “Sunny’s Silver Linings” podcast, Jeff Borello, CEO of Andromeda Technology Solutions, and Craig Pollack, Founder and CEO of FPA Technology Services, share their insights on tackling this obstacle and embracing new opportunities in the MSP industry. The industry stalwarts partake in an insightful discussion with host Sunny Kaila and talk about the strategies for navigating profitability and the potential impact of AI on the growth of the channel.
Are you ready to unveil the secrets of talent strategy? Discover the differences between private MSP and PE-backed companies, the importance of talent retention, and the impact of manufacturing outsourcing from a star-studded panel discussion in this week’s “Sunny’s Silver Linings” podcast. Get insights into making impactful decisions and striking the right balance from channel leaders including Jake Spanberger from Entech US, Kevin Blake from ICS Complete, and Arlin Sorensen from ConnectWise. Whether you're a business owner, investor, or simply curious about the world of venture capital, this podcast is your guide to growth, innovation, and embracing the challenges that lie ahead.
Looking for inspiration to scale your business? Tune in to "Sunny's Silver Linings" podcast to hear how Will Slappey, the CEO of IT Voice, successfully bridged 18 acquisitions and grew his small business into a leading MSP in America with 14 locations and 225 employees. Discover how he built a culture that attracts the best talent and overcame industry sales challenges to achieve hyper-growth. Learn from the best and turn your business dreams into reality! And if you're in the market for an all-in-one platform that helps you build an engaging culture at your workplace, Team GPS is here for you. Schedule a demo today! #ScalingSuccess #BusinessGrowth #SunnysSilverLinings
“Most people don't want just a job that pays the bills. They want to be a part of something,” shares Brett Helgeson, the CEO and Managing Partner of Adopt Technologies. In today’s episode of “Sunny’s Silver Linings” podcast, Brett shares his entrepreneurial journey with host Sunny Kaila, from starting his own construction company to buying and growing an IT business. He discusses the importance of delegation, building relationships with clients and team members, and creating a positive work culture. Join us to learn valuable entrepreneurial lessons from Brett's experiences.
“It’s really now about the opportunity to build a cybersecurity program for customers,” shares Rob Stephenson, CEO, Thrive Networks, Inc. In today’s episode of “Sunny’s Silver Linings” podcast, Rob and Sunny chat about the state of the channel and the future potential of M&A and cybersecurity in the MSP space. Looking for an affordable way to implement or upgrade your security services? IT By Design and Vijilan have bundled their respective services and offer competitive pricing that will prove extremely attractive to MSPs and their customers. for more details.
Looking to unlock the insider secrets to retaining your top talent in the world of MSPs? Look no further than the latest episode of the "Sunny's Silver Linings" podcast featuring Sarabjit Singh, CEO of Five Rivers Technology. Tune in for actionable insights from one of the industry's leading experts and use his experience to propel your MSP towards success. Don't miss out on this must-watch episode!
Ever meet a cybersecurity compliance guru? You will in this episode of “Sunny’s Silver Linings” as host Sunny Kaila chats with Kimberly Simon, Vice President of Strategic Partnerships for Control Case, and a published author. A native of Zimbabwe, South Africa, Kimberly shares her career journey, the top lessons she’s learned about cybersecurity, and the difference between compliance and security. Have you been thinking about getting involved in cybersecurity for your MSP business? This conversation is a great first step. Watch this very informative episode and then order Kimberly’s book, .
Jim Turner, Technology Strategist at Bridgepointe Technologies, began his entrepreneurial journey with a clarity of vision that's not easy to come by. “I knew that I wanted to run an IT support company before I even knew how to use a computer,” he shares candidly as he talks to Sunny Kaila in this week’s “Sunny’s Silver Linings” podcast. He shares his leadership lessons, all people-centric, and explains why strong personal relationships are essential for retaining employees and driving growth of the company. Watch the complete episode to discover how he hit the “hockey stick of growth” and scaled his company to USD 20 million and beyond.
We couldn’t get enough of Shawn Torres. The CEO of In-Telecom Consulting returns for Part 2 of his “Sunny’s Silver Linings” podcast. In today’s episode, Shawn and host Sunny Kaila talk about the top lessons learned in terms of culture and leadership within an organization. Plus, Shawn talks about his five-year vision for the company and who he views as the right fit to join their team.
What makes a compelling story? A strong lead character, an arc were he grows by overcoming obstacles, and a satisfying ending after overcoming hardships through grit and determination. Shawn Torres, CEO of In-Telecom Consulting, has such a story. In today’s episode of “Sunny’s Silver Linings” podcast, Shawn takes us on a journey down memory lane. He candidly talks about how he went from opening a fitness franchise, then making his way through multiple jobs, to finally becoming an inspiring leader in the MSP space. Don’t miss out Part 1 of this special episode that’s sure to keep you hooked ‘til the very end.
Keith Fast from Tech Impact Solutions, LLC, strongly believes that to hire and retain top-notch talent, you must recognize what is most meaningful to the candidate. In this episode of “Sunny’s Silver Linings” podcast, Keith and host Sunny Kaila chat about what drives the new-generation workforce, redefining company culture, and the key challenges for MSPs in 2023. Watch the complete episode to learn how to attract the right talent for your organization. Then explore our engagement platform to help retain that talent once you’ve hired them.
Peter Bellini, CEO of CyberCNS, has grown up around technology. He’s lived through the industry's evolution and has seen it transition from on-premises to cloud. This young entrepreneur is on a mission to help MSPs become better cybersecurity service providers and translate tech-talk to non-tech business language for greater audience impact. Watch today’s episode of “Sunny’s Silver Linings” podcast where Peter shares with host Sunny Kaila his entrepreneurial lessons, key challenges faced, and what distinguishes CyberCNS from its competitors.
Steven Freidkin, Founder & CEO, Ntiva, Inc., returns this week with a treasure trove of wisdom for the MSP community. Steven talks to host Sunny Kaila about the importance of having the right person in the right seat and what hyper-growth companies can do to achieve it. Check out Part 2 of this insightful episode of “Sunny’s Silver Linings” podcast. Bonus: Steven shares his description of what the ideal MSP profile looks like for him!
Steven Freidkin, Founder & CEO, Ntiva, Inc., is no stranger to the daily grind. His journey, both personally and in growing his company, is one for the ages. In today’s episode of “Sunny’s Silver Linings” podcast, he shares why getting clarity on your “purpose” is the first step toward success for an MSP. Watch Part 1 of this two-part episode to get further insights about Ntiva’s value system and what strategies it uses to achieve its goal of “existing to grow each other.”
It’s tough enough to be a small- or mid-sized business. But there are strategies that can help. Learn some of those ways from Jayme Branson, entrepreneur and President of Granite Solutions, a Montana-based MSP. In this episode of “Sunny’s Silver Linings” podcast, Jayme talks with host Sunny Kaila about his entrepreneurial journey, how a people-first culture helps his MSP be successful, and his 2023 outlook for entrepreneurs. Want a great tool to create a people-first culture for yourself? Check out our .
Jill Chapman, Senior Performance Consultant at Insperity, is passionate about connecting people and opportunities. This, combined with her 25+ years of experience in the HR and recruiting industry, makes her perfectly poised to help organizations drive engagement within their workforce. In today’s episode of “Sunny’s Silver Linings” podcast, Jill and host Sunny Kaila discuss the on-going trends of “quiet quitting”, “the great resignation”, and everything in between. Watch this insightful episode to discover critical action items that will help transform your workforce from disengaged to actively engaged.
We cannot get enough of John Pagliuca. The CEO of N-able returns this week for Part 2 of “Sunny’s Silver Linings” podcast to talk about what awaits MSPs beyond the cloud. Tune in to learn what John believes your MSP needs to do to be successful in 2023 and his one piece of advice that can propel your MSP into the next stage of growth.
How do your customers feel about your business? The answer, according to Mark Copeman, will determine how good – or bad – your customer experience is for them. Copeman, the Director of Wingman MSP Marketing and author of Helpdesk Habits, shares his extensive knowledge of customer experience (CX) in this “Sunny’s Silver Linings” podcast with host, Sunny Kaila. This UK-based channel veteran explains the difference between CX and customer satisfaction, the critical points of the customer journey, and the top three challenges MSPs face when delivering a CX. Mark recommends strategies that will definitely help you overcome your biggest CX challenges. Learn more about ITBD. Contact us using the link below.
Can you teach an old man new tricks? Of course you can! Neil Medwed, Executive Director of Strategic Partnerships at Meriplex and true channel veteran, discusses how he still learns in this “Sunny’s Silver Linings” podcast with host, Sunny Kaila. In a candid chat, Neil shares his top three lessons to help young entrepreneurs unlock their full potential, the differences between running a small MSP versus a big one, and his own compelling Meriplex story. You’ll no doubt gain a wealth of valuable guidance from the vast wisdom of this positive force in the MSP channel. Learn more about ITBD. Contact us using the link below.
What are the biggest challenges for women in tech? Get the answer from a woman in this episode of “Sunny’s Silver Linings” podcast featuring Michelle Ragusa-McBain, Provider Elevate Leader at Cisco. Hosted by Sunny Kaila, Michelle talks about her journey into IT, the impact of mentors on her life and how to find one, and her top-three life lessons for the next generation. Listen to a refreshing female perspective of IT from a successful leader in the male-driven MSP arena. You can also visit to become a part of CISCO's partner program. Learn more about ITBD. Contact us using the link below.
“Tuesday with Tim” is not just a fun alliteration, but also an interactive, educational segment that Timothy Guim, President and CEO at PCH Technologies, uses to share his knowledge with his employees. In this episode of “Sunny’s Silver Linings” podcast, Timothy chats with CEO Sunny Kaila about the importance of building a personal brand and establishing yourself as a thought leader. Watch and learn actionable insights your MSP can replicate for setting up social media and marketing engines, as well as the best way to navigate LinkedIn for creating content and building your brand. Learn more about ITBD. Contact us using the link below.
It’s really quite simple: Marketing drives sales. That’s the hard truth from Tom Watson, the Channel Chief for Titan HQ, a 25-year channel veteran with the unique experiences as both an MSP owner and vendor. In this episode of “Sunny’s Silver Linings” podcast, hosted by Sunny Kaila, Tom offers specific strategies on how to build an effective and manageable marketing campaign. From the need to start small to the value of using an outside vendor, he provides a proven recipe for driving your sales and growing your MSP. Learn more about ITBD. Contact us using the link below.
We all face challenges and obstacles throughout our lives – some more than others. Colin Knox, the CEO and Founder of Gradient MSP, has faced plenty. In this episode of “Sunny’s Silver Linings” podcast, he shares his journey beginning with a childhood dealing with Tourette’s Syndrome in a low-income, high-crime area. Colin offers advice on protecting your self-confidence after failure, how his personal trials have shaped his leadership, and how he sees Gradient changing the MSP landscape. As he says, “There’s no challenge too great that you can’t overcome.” Listen and learn from someone who has done just that.
Selling can be complicated for any MSP. Then you add cybersecurity to the mix and it gets even worse. What do you do? You listen to Jennifer Bleam, owner and founder of MSP Sales Revolution. In this episode of “Sunny’s Silver Linings” podcast, she explains how she became an expert in teaching MSPs how to sell cybersecurity, then shares her secrets for driving leads to close and strategies to improve your “close rate”. Watch as Jennifer unravels the sales mysteries that continue to plague MSPs.
How do you define “client engagement maturity”? Have you ever even considered the phrase? If not, then listen to Jeff Farris, the President and CEO of Cloud Radical. In this interesting episode of “Sunny’s Silver Linings” podcast, Jeff defines client engagement maturity and explains why MSPs need to be very focused in this area in order to scale effectively and become a mature, self-managed business. Listen and get the lowdown on this rarely discussed but crucial topic.
Many MSPs don’t understand the value of culture. Trevor Dierdorff, the founder and CEO of Amnet, didn’t either until his company lost its biggest client. That set him off on an incredible journey where he’s now one of the foremost culture advocates in the MSP channel. In this “Sunny’s Silver Linings” podcast, he shares that journey and the lessons he learned, including how to attract and hire the right people, developing employee engagement, and keeping your team culture strong. Enjoy this very personal journey to understanding the value of culture in your business.
What is the most effective way for MSPs to sell cybersecurity to their customers? Find out in this brand new episode of Sunny’s Silver Linings, featuring Matthew Koenig, VP of Channel Development at Threat Advice! Matt leverages his deep knowledge of cybersecurity to help give your customers confidence in your team’s capabilities and products, while teaching other valuable lessons like knowing when it’s time to walk away from a client.
Work from home vs. Hybrid? Full-time in-house vs. work from home? Every business is asking these same questions. Adam Slutskin, the co-founder of Password Boss/AutoElevate, included. He shares with you his experience struggling with these questions. He offers effective strategies to help your company go from work-from-home back to the hybrid workplace, dealing with remote hires who were hired during the pandemic but live too far to travel to the office, and ways to engage those team members to give them a better work experience. Whether you’re in your office or at home, Adam’s experiences are sure to help you. At IT By Design, our talent solutions are custom-built for MSPs by an #MSP. Visit us online today to learn more using the helpful links below.
What’s the hottest topic in the MSP industry today? Talent, of course! The tough-to-get and tough-to-retain issue that plagues our industry is covered thoroughly in this podcast thanks to Kendra Lee, President of The KLA Group. She’ll share with you the most common mistakes MSPs make regarding hiring and onboarding top sales talent, how to retain top team players, onboarding tips, and the greatest lesson she’s learned in the sales onboarding process. Kendra’s insights are the perfect antidote for your sales talent pain points.
If cybersecurity threats are keeping you awake every night, then listen to Ben Jenkins, the Director of Cybersecurity for ThreatLocker. In this “Sunny Silver Linings” podcast, he shares his views regarding zero trust, including his definition of it, the critical pieces that MSPs should be paying attention to in order to attain it, and the biggest challenges MSPs are facing regarding it. Ben might just have the answers to help you sleep better at night.
What lessons can a former high school math teacher share to help you improve your customer experience? Find out in Part 1 of a two-part podcast with Marnie Stockman, the CEO of Lifecycle Insights, as she gives you a crash course in what she calls "customer success". She’ll teach you her definition of it, her equation to effectively address it, and how to scale without adding too many team members. Sit up straight and learn from a top channel leader!
How has security in the MSP industry changed over the past five years and how must your business incorporate it to compete and survive? Find out from a true channel veteran, Wes Spencer, angel investor, advisor, and cybersecurity expert. Wes leverages his deep knowledge of security to tell you why it’s critical for you to make this a part of your MSP and how to do it. This is a crash course in the history and future of cybersecurity.
How has security in the MSP industry changed over the past five years and how must your business incorporate it to compete and survive? Find out from a true channel veteran, Wes Spencer, angel investor, advisor, and cybersecurity expert. Wes leverages his deep knowledge of security to tell you why it’s critical for you to make this a part of your MSP and how to do it. This is a crash course in the history and future of cybersecurity.
What are the biggest growth barriers for MSPs today? Find out in this new episode of Sunny’s Silver Linings featuring Robert DeMarzo, Vice President of Channel Futures. Bob lists those barriers, how to address them, and shares how MSPs can maintain their momentum in today’s channel. You’ll learn plenty from a guy who’s at the center of channel trends and the overall MSP ecosystem.
You may know the importance of values in your personal life, but are you making them as important in your MSP business as well? In this podcast, Dr. Mandeep Rai Dhillion, best-selling author of The Values Compass: What 101 Countries Teach Us About Purpose, Life and Leadership, shares her inspiration for writing the book, why MSPs who actively choose their core values are in a more powerful position than those who do not, and how knowing your company’s values and those of your team members greatly benefits your internal culture. Enjoy this valuable talk about values!
Arlin Sorensen has spent 40 years in the Tech/MSP channel, so he has a lot of great insights to share in this “Sunny Silver Linings” podcast. He offers his own perspectives on remote versus hybrid work, tools leaders can use for strategic planning, and tells you the greatest lesson he’s learned in attracting and retaining talent. This episode gives you some valuable tips that you can immediately adopt for your business. So take advantage of Arlin’s four decades of channel wisdom!
If you want to create a great internal culture and a great experience for your clients, then it all begins with the employee experience. In this episode of “Sunny’s Silver Linings”, Kevin Cook, the CEO of The Purple Guys, shares with you how he has accomplished both. Learn specific ways that he built a great employee experience which has translated into his company’s continued growth and its rank in the top three percent of revenue in the channel!
What can you do to strengthen your MSP’s company culture enough to defeat The Great Resignation and retain your talent? That’s the big question addressed in Part 2 of this “Sunny’s Silver Linings” podcast featuring Dr. Larry Little, the CEO of the Eagle Center for Leadership. Larry will share with you his best practices for retaining your current team members, and he’ll address other vital questions, like “What are the top 3 things a leader can do to create enough engagement to lead to company retention?” Enjoy!
What can you do to strengthen your MSP’s company culture enough to defeat The Great Resignation and retain your talent? That’s the big question addressed in Part 1 of this two-part “Sunny’s Silver Linings” podcast featuring Larry Little, the CEO of the Eagle Center for Leadership. Larry shares with you his best practices for retaining your current team members, and he’ll address other vital questions, like “What is it that you can do to engage your employees at a deeper level?” and “How do you get your talent to believe in who your MSP is as an organization?” If you don’t have the answers to these important questions, Larry will help you get them!
Company culture is critical to the success and health of your MSP. It helps increase your employee retention rate, overall productivity, and so much more. But how do you create a strong culture? In this episode of “Sunny’s Silver Linings” podcast, Pratik Roychoudhury, the President & CEO of TeamLogic IT, shares with you five ways to create a bedrock of culture. How successful are Pratik’s ways? Well, in 2021 he did not lose a single team member out of its 40 employees! Enough said.
Though cyber threats are increasing and intruders are growing more sophisticated, Kevin Nejad, the CEO of Vijilan Security, believes that MSPs are doing a much better job of protecting their clients. In this episode of “Sunny’s Silver Linings” podcast, Kevin not only discusses why MSPs are responding better, but also educates you on many areas of cybersecurity, from how to reduce dwell time to the vital questions you must ask when looking to partner with a third-party security vendor. Cybersecurity never sounded so good!
Are you looking to unleash your inner hero? In part two of Kevin Brown’s “Unleashing Your Hero” podcast with Sunny’s Silver Linings, he shares with us how starting with changing yourself first can lead to great results, the greatest lessons he’s learned along the way, and which parts of his brand new book “Unleashing Your Hero” were the most fun and the most difficult to write. Learn how to be a hero in your personal AND professional life. No cape required!
Are you looking to unleash your inner hero? In part one of this two-part Sunny’s Silver Linings podcast, Kevin Brown, author of “Unleashing Your Hero”, shares with us how one connection he made changed his life for the better, why being of service to others is critical for being the best version of yourself, and why everyone in your business is responsible for creating a great company culture. Learn how to be a hero in your personal AND professional life. No cape required!
In the second half of a two-part podcast, Jack Daly, the best professional sales trainer in America, shares his four keys to a strong culture, effective workplace communications, and ways to empower your employees. Don’t miss this final episode with an amazingly driven and successful individual as Jack speaks from his decades of personal and professional experience to help you and your team grow and achieve a life that you design.
How much time have you spent designing your life? Probably not much. But Jack Daly has, and he’s sharing the results he’s experienced by living a life by design. In Part 1 of this two-part Sunny’s Silver Linings episode, the best professional sales trainer in America explains how his intentional designing began when he was a teenager, the childhood lessons he learned, and why you need a Board of Directors for your life – not your business. You’ll truly enjoy this chat with a one-of-a-kind, driven, and very successful man.
The biggest business challenge for 2022 will regard people – the employees who make your business tick. But with the employment landscape changing drastically amid The Great Resignation, how do you retain your team – especially the “stars” – to save you time, money, and keep your operations running smoothly and profitably? This Sunny’s Silver Linings podcast covers many critical areas and solutions addressed by IT By Design’s Team GPS, an innovative employee/client engagement platform. Learn how it can measure a team member’s job satisfaction and performance, recognize and reward them for a job well done, and provide other ways to prevent them from seeking greener pastures.
With the Great Resignation, talent is extremely difficult for employers to find. But from an employee perspective, opportunities are endless because today's workplace no longer has borders. In this podcast, you'll hear from Todd Billiar, Director of Channel Partnerships for IT By Design and a 20-year MSP industry veteran, as he and Sunny explore the challenge of hiring and retaining MSP talent. Learn what employees want in a career and how remote workers can prove beneficial to your workplace.
To become a successful MSP owner, you must be sales driven. That ardent belief comes from Robin Robins, the CEO of Technology Marketing Toolkit, in Part 2 of this podcast. Robin shares the four actions you must take to develop a strong foundation for your organization, as well as the five most essential marketing steps you must take if you’re a small MSP. Robin’s extensive work with many MSPs shines brightly here as she guides you to be the sales-driven CEO that you need to be. If you’re not, her brutal honesty just might be the kick in the butt you need to get you there.
You hear many MSPs talk about culture in their workplaces, but some “walk the walk” better than others. Kevin Blake, the President of ICS, is one who definitely walks the walk. In this episode of Sunny’s Silver Linings, he shares his strong belief in culture and why he invests so heavily in it and his people. He also talks about how he successfully carries that culture to other companies after he closes an M&A deal – of which he’s done six to date. If you want to learn some vital lessons about culture from an MSP owner who’s truly passionate about this important topic, Kevin’s your go-to guy.
You’ve heard stories about MSP owners selling their business after building it up for 20 or 30 years. But what’s it really like? Not just the nuts and bolts of the selling process, but the emotional side of it? The letting go of this entity that you created from scratch. In this episode of “Sunny’s Silver Linings”, you’ll hear that story from Jamison West, an author, serial entrepreneur, and strategic coach at ConnectStrat who went through that unique experience and lived to tell about it. His story is beneficial if you’re considering selling your MSP, have already committed to selling it, or if you’re just interested in hearing a first-hand account from a peer and his emotional rollercoaster journey.
How do MSPs contend with the “infinite game” of cybersecurity? The answer to that tough question comes from Bob Coppedge, the CEO of Simplex-IT, an Ohio-based MSP in this podcast. Bob shares his thoughts on “the bad guys” and their online threats, ways to combat them – including how to successfully hire cybersecurity tech talent – along with ways to retain talent and determining the best resources to effectively arm them for the ongoing, volatile cybersecurity war.
Has anyone ever told you that in order to lead, you must lead yourself first? If not, then this brand new episode of Sunny’s Silver Linings featuring Kayvan Yazdi is perfect for you. The Founder and President of TruAdvantage, a Cupertino, CA-based MSP, defines the idea of leading yourself first, the importance of being intentional, and how these behaviors can profoundly impact your team’s culture and engagement. Kayvan shares with you how he puts them into practice every day personally and professionally so that you can learn how to lead yourself and your company to greater success.
A poor hiring decision or promoting the wrong candidate to a leadership position can have a huge negative impact on your MSP business. So how can you improve your ability to identify qualified candidates for the right roles? Find out in this edition of Sunny’s Silver Linings with Ammara Abedi, a strategy consultant with Insperity. She’s an organizational psychologist who helps businesses implement employee strategies and programs, such as diversity and inclusion. She shares with you the critical questions to ask when assessing a team member’s individual leadership potential, as well as the importance of being self-aware of your own unconscious biases that create blindspots which lead you to make poor staffing decisions.
Are you a good listener? If not, join the club! The majority of people are not. You can become one, though, with intention and some great tips from this episode of Sunny's Silver Linings featuring Marcus Bond, a senior consultant with The Collaborative Way. Marcus shares the challenges you face when trying to listen to others, the “filters” you employ that reduce your attentiveness, and why listening is a critical component of creating a healthy culture in your business. Once you improve your listening habits, you’ll be amazed at how your culture will change for the better.
When you want to improve any business, you call in a coach. This is true for MSPs as well. One of the best in the industry is Dave Cava, a business coach with Encore Strategic. A former owner of a $10 million MSP himself, Dave shares in this podcast his experiences as an owner, identifies the four types of MSP leaders, and helps you determine which one you are. He also names the biggest obstacle that owners face – maturing your MSP – and coaches you on how to overcome that obstacle to successfully take your organization to the next level.
A poor hiring decision or promoting the wrong candidate to a leadership position can have a huge negative impact on your MSP business. So how can you improve your ability to identify qualified candidates for the right roles? Find out in this edition with Ammara Abedi, a strategy consultant with Insperity. Ammara is an organizational psychologist who helps businesses implement employee strategies and programs, such as diversity and inclusion. She shares with you the critical questions to ask when assessing a team member’s individual leadership potential, as well as the importance of being self-aware of your own unconscious biases that create blindspots which lead you to make poor staffing decisions.
IT tech rage is real! Just ask Matt Rose, the co-founder and Director of Technology Services for Tech Rage IT, in Orlando, Florida. In this edition of “Sunny’s Silver Lining”, the author of “Kiss Tech Rage Goodbye” shares his story of going from an IT consultant to an MSP owner – and witnessing the frustration that individuals can have with technology. Matt talks about the importance of communicating with clients in a personable manner, what to look for in hiring candidates with the right people skills, and the importance of being a good teammate. Matt talks about his book which details actual tech rage stories and the eight myths of the IT buying decision process.
Whether you attend business school or not, you’re inevitably going to make bad decisions or have poor ideas along the way. How you embrace the feedback or negative results you get in return is vital to your MSP success. Just ask Michael Einbinder-Schatz, the President of Jobecca Technology Group, a cybersecurity and managed IT services provider. With no business schooling behind him, he built a successful MSP while attending the school of hard knocks. In this podcast, he shares three key lessons that will help you find opportunities when challenges occur which will help you better serve your MSP team, your business, and yourself personally.
How young can someone be to launch a career in IT? Greg Browning, the CEO of SinglePoint Global (SPG), began in high school and his career skyrocketed from there. In this podcast, you’ll hear his story which began domestically and went international by the time he was in his 20’s. You’ll learn how his MSP overcame a stubborn $2 million ceiling, how to create a healthy workplace culture to retain top talent, and his three key lessons for MSP success. Here is the story from the owner of an MSP that’s in the top 10 percent in the industry.
Do you want to hear some incredibly inspirational stories about personal transformation and how it can positively impact your MSP business? In this episode of Sunny’s Silver Linings, listen as Ross Brouse shares how a great transformation he experienced in his childhood has helped him in his professional life. Ross is the President and COO of Continuous Networks, which offers personal IT consulting, hardware procurement and provisioning, and MSP services built upon its advanced cloud technologies and expertise. Ross will teach you about his “Atomic Habits” and “Time Utilization” process, both which helped him substantially grow his business.
What can a lifelong farm boy and serial entrepreneur teach you about how to improve the way you run your MSP? Plenty. In this brand new episode of Sunny’s Silver Linings, Arlin Sorensen, the VP of Brand and Ecosystem Evangelism at ConnectWise, gives you just a taste of what his upcoming presentation at Build IT LIVE will cover. Find out what an owner’s mindset is and learn about the four key areas that owners fall into – and then determine which one best identifies you. Don’t be one of those owners who runs an MSP for 20-plus years only to find that you haven’t built any monetary value in it. Listen to Arlin today and reap the benefits tomorrow.
The tables have turned on this special episode of Sunny’s Silver Linings! This time, ITBD CEO Sunny Kaila is interviewed by ITBD’s very own Todd Billiar, Director of Channel Partnerships. Listen as they discuss the importance of having a growth mindset when recruiting technical talent – it’s the #1 challenge for MSPs especially in this new post-pandemic world. With ITBD’s continued success over the last 20 years, there’s really no one better to get great advice from on how you can build the right brand for your MSP that sets the tone of your company culture, ultimately making recruiting easier. • The importance of building your employer brand in the channel • Ways to invest in people-first programs from social media to education • Focus beyond technical talent – how to recruit the right set of leaders • Why being intentional with employees from start to end can help with staff turnover
Can you name 3 huge post-pandemic business opportunities for MSPs? Rob Rae can. He’s the SVP of Business Development for Datto and says that cyber resiliency, work from anywhere, and co-managed IT with large companies are big opportunities for MSPs. In this episode of Sunny's Silver Linings, he touches upon where the newest and best opportunities are for MSPs. For greater details, come to Build IT Live where Rob will do a deep dive into these three opportunities and present exclusive finding from Datto’s new State of the MSP Report. Register here: https://buildit-live.net/
In this latest episode, ITBD CEO Sunny Kaila speaks with Joe Ruskey, Owner of Dependable Solutions. He shares his unexpected career path into the IT industry and eventually starting his own IT business. Listen as they discuss how aligning your values and passion with the right cultural environment can have a lasting effect on your employees and ultimately your customers. • How focusing on your customer relationships helps to build a stronger team • Money means success… but is ‘chasing the dollar’ really the best approach? • What criteria to consider when selecting the ‘right’ customers - their success is your success • Get advice on how to find balance between customer needs and company needs
Being a leader can have its challenges. One day you are exceeding sales targets, the next day you are the bearer of bad news. There are ups and downs but it can be the most rewarding role! The impact you have within an organization can determine its success. In this latest episode, ITBD CEO Sunny Kaila invites Don Ribar, Partner at TTG, Inc. who has over a decade of experience working in the Managed Services industry. Listen as they discuss the value and importance of having a communication strategy as a leader, especially for MSPs in this new hybrid work environment. – What’s your leadership style? It should always be based on these two factors – The importance of being intentional when communicating with clarity. – Understanding your customers’ unique needs – why cookie cutter solutions don’t work. – What it means to take a “bulldog” approach to customer advocacy and how it drives success.
Building your sales organization can be a hurdle that stands between your MSP and true success. Listen as renowned sales coach Jack Daly sits down with IT By Design's CEO Sunny Kaila and talks about building the foundation for your revenue team; while recruiting, hiring and trusting your sales organization. - Before you hire, take time to build your sales playbook, systems and processes - Teach your team the key questions behind great sales success (hint, it’s not about the technology) - Why recruiting is a process, not an event
If you want great advice on how the hiring world is evolving, who better to ask than Steven Carroll, part of the talent solutions team at LinkedIn? Listen as Steven shares tips on how you can stand out as an employee and ways to create the career you want during his conversation with IT By Design CEO Sunny Kaila. - The talent marketplace: How it’s shifting from reactive to proactive and how to take advantage of that -Creating impact as an individual contributor: Look for ways to help the business by listening and then develop skills before they are asked for - If you’re ready to take the next step: Start thinking about where you want to be, both logistically, and career-wise - How to create your personal board of directors to help advise and guide your professional life - Having a coachable mindset to take advantage of the opportunities around you
Change is inevitable. How will the service provider of tomorrow look different from today? Listen as IT By Design CEO Sunny Kaila speaks with Dan Tomaszewski, Senior Vice President of Channel & Community at Kaseya, who knows first-hand the challenges for growing MSPs to successfully market their solutions. Dan shares his wisdom on how today’s MSPs can use effective sales and marketing strategies to build a more successful – and more profitable – business. - Education is key – learn how MSPs can demonstrate value to their customers - Get advice on ways to leverage your relationships for new opportunities - You don’t have to look far – develop personas using your existing customer base - How to fuel your sales and marketing engine to grow your MSP business
ITBD CEO Sunny Kaila speaks with Harbinder Khera, Global CEO & Founder of Mindmatrix - the leader in direct and channel enablement software. With over 20 years of experience leading his company to success, Harbinder shares his secret behind what really makes a business profitable and how sales and marketing roles have evolved over the years. Get invaluable advice that you can start implementing today to grow your MSP. - How the core values of Leadership translates to the culture of an organization - The roles of Sales and Marketing may not be what you think - How has the funnel changed? - Learn the most effective marketing to drive engagement, upsell and retain your customers - You’ve made the decision to hire a dedicated marketer - now what? How to get started
IT By Design CEO Sunny Kaila speaks with Sean Harris, CEO & Head of Cybersecurity at A Leap Ahead IT about what it means to have a growth mindset in the MSP channel. Sean shares his personal journey as a leader and educator over the last 20 years and the secrets he learned over the last 20 years to grow your MSP business successfully in the world of technology. - What it means to have a growth mindset in your journey when challenges arise - How to stay connected in the remote workspace and still stay focused on growth - The ways people and education can pay off and translate into success - The core values that should not be overlooked when hiring in the MSP world
Listen to Paul Cissel, CEO of Growth Caddie, LLC., as he speaks with IT By Design's CEO Sunny Kaila on MSP growth and profitability. He offers a wealth of knowledge and proven M&A best practices from his 40+ years of experience in the IT industry. - The five critical metrics that high-growth MSP owners need to manage - Best practices on how to remain profitable while tackling new growth - Why training and mentoring your workforce is important to sustainability - Understanding the role of budgeting when preparing for growth in 2021 and beyond
On this episode of Sunny’s Silver Linings with Liongard’s Chief Revenue Officer, Adam Slutskin, listen as he shares his experience leading a global sales team to success even in times of change and how embracing your fears can help grow your leadership skills. - The biggest challenges when transitioning from a leader in the office to a virtual leader - Get great advice on ways to connect your remote team members and build team rapport - Happiness equals Productivity – how changing your vision as a remote leader can have a surprising (positive!) trickle-down effect - How to make sure your workforce is set up for success with the right metrics in place
In this episode of Sunny’s Silver Linings, ITBD CEO Sunny Kaila welcomes guest James Pearson, President of The Computer Center. Listen as James discusses lessons he’s learned during his journey, spanning across three decades in the computer industry. Starting from his entrepreneurial beginnings, he gives actionable advice on how to achieve success through building ownership and accountability in your teams. Get real examples of the importance of creating the right culture for your people with systems, processes and most importantly, trust.
With thousands of new jobs opening up in the IT industry, it can feel daunting to navigate the hiring process and ultimately feel you’ve found the right fit. Listen as ITBD CEO Sunny Kaila discusses this in depth with Shona Elliot, Founder and CEO of Shona Elliott Leadership Services, and uncovers incredible insight into how you can incorporate leadership values into your own ‘rockstar’ career journey. In this episode: - The challenges that leaders face and how you can flip them to grow your own career - Understanding why it is crucial to align your core values with your company’s mission - How to use your daily work challenges and be able to apply it as ‘learning'
In this latest episode of Sunny’s Silver Linings, IT By Design CEO Sunny Kaila speaks with Lloyd Fickett, founder of The Collaborative Way®. With over three decades of experience, Lloyd has worked with countless companies in practicing this extraordinary way of working while navigating a wide range of market pressures and challenges. Listen as Sunny and Lloyd discuss why adopting this approach can help leaders continue to develop their skills and contribute to business success. In this episode: - Learn the 5 practices of The Collaborative Way® and which one is the most important to master - The value of ‘being for each other’ and the impact it has on an organization - How you can take this intentional and strategic way as a leader to ensure great success - Get advice on how learning and collaboration trickles down to your customers
Do you know the difference between leadership and management? It has less to do with skills and experience and more to do with passion and drive. It can be considered an art form but with the right dedicated resources, it can be learned and trickled down successfully within an organization, even impacting your clients. Join ITBD CEO Sunny Kaila as he discusses what this means in action with his guest, David Henderson, President of Cyberstreams. With nearly 30 years in the technology space, David brings a unique perspective on what it means to engage both your clients and employees in this ever-evolving IT landscape. - Why it’s important to differentiate leadership and management - How your company values can be weaved throughout your organization successfully - Are you servicing the “right” customers for your business? Why it matters - Hiring best practices and what to look for - it’s not always technical skills!