New Money New Problems Podcast: Recent Episodes

NewMoneyNewProblems.com | New Money Solutions for New Money Problems

Negotiating compensation. Purchasing your first investment property. Helping your family with money. The highs and lows of entrepreneurship. New money leads to new problems that require new solutions. The NEW MONEY NEW PROBLEMS PODCAST tackles the financial topics our listeners are navigating for the first time, providing the expertise, interviews and resources for them to do so successfully.

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Why the Amex Platinum and Chase Sapphire Reserve May Not Be Worth It (and How to Get Out of the Trap)

In this episode, we explain why premium rewards cards like the AmEx Platinum and Chase Sapphire Reserve can be a costly trap, especially for high-income earners who may feel less urgency about carrying balances. Citing research that rewards incentives increase spending and debt, we argue that multipliers often push luxury purchases whose rewards don’t cover the added cost. We review rising annual fees (Amex Platinum $895 plus $195 per authorized user; Chase Sapphire Reserve $795 plus nearly $200 per user), show how sign-up bonuses require high spend, and note that redeeming points for cash can be low-value (Chase ~1¢ per point; Amex ~0.6¢). Using an Amex Platinum example, we demonstrate how credits and points may still deliver limited net value after fees and overspending. In the second half, we give tips to listeners who realize they've fallen into the trap but desperately want to escape.

00:00 Premium Card Myth
00:46 Show Intro and Updates
01:26 Why Premium Cards Trap
03:46 High Income Debt Risk
05:31 Multipliers and Overspending
07:26 Signup Bonus Pressure
09:19 Points Cash Value Reality
12:18 Amex Annual Value Breakdown
14:59 Rescue Plan Basics
16:52 Downgrade Without New Cards
18:15 Exit Strategy and Credit
20:24 Wrap Up and Next Week

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When You’re the One in the Family Who “Has the Money”: Boundaries, Planning, and Real Stories

This week we join you from Maryland to share an episode on what it’s like to be the family member who “has the money". Brenton draws on what he observed with his parents and why it shaped New Money New Problems’ focus on high earners building wealth. Based on a Pew Research Center study, at least 70% if high-income households African American households and immigrants of any income help their extended family with money. We offer tools on communication and “scripting” to set giving boundaries, budgeting for family support, adjusting emergency reserves, and considering insurance needs (life, disability, long-term care). We also covers estate planning and property issues (POAs, wills, inheritance conflicts, trustees, custody roles) and the emotional toll and money disorders. In the second half of the episode, we share community stories describing the responsibility, saving pressure, feeling taken advantage of, guilt, marital strain, and perceived entitlement that comes from being the one with money.

  • 0:00 — Intro & episode teaser
  • 0:46 — Welcome & episode overview (Brazil trip, why this topic matters)
  • 6:58 — Establishing when, why, and how you give to family
  • 12:31 — Estate planning and property management
  • 19:04 — Sponsor break / newsletter signup
  • 19:26 — Community Q1: How being "the one with money" impacts wealth-building
  • 23:42 — Community Q3: Negative experiences with extended family/spouse
  • 25:10 — Community Q4: Is your family "off-base" about you and money?
  • 28:07 — Wrap-up & closing

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How Childhood Trauma Shapes Money Disorders (Throwback Episode)

This week we post a throwback wayyy back to the second New Money New Problems episode to set up a forthcoming discussion about being the only person in a family who “has money”. In the replay, we discuss how “money disorders” are foundational to understanding wealth building and reference a CNN article by Jean Sahadi on how early traumas and financially volatile childhoods can imprint adult money behaviors. Drawing from Brad and Ted Klontz’s book Mind Over Money, we talk through three examples relevant to first-generation high earners: financial denial (money avoidance), overspending (money worship), and financial infidelity (relational).

00:37 Why Money Stories Matter
02:41 Replay Begins Episode Setup
03:53 CNN Article Early Trauma
05:25 What Are Money Disorders
07:33 Money Avoidance Financial Denial
09:24 Money Worship Overspending
11:14 Relational Disorder Financial Infidelity
13:18 Break And Gap Finder
14:04 Confronting Your Money Disorder
14:49 My Trigger Workaholism

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How Leases Work and Who Should Consider Them

In this episode, we explain how car leasing works , comparing it to other overstated money “rules” like avoiding PMI on a home loan. We breaks down the elements of a lease payment: depreciation, interest, and taxes, and end-of-lease options such as walking away or a trade-in. We offer decision rules based on residual versus fair market value and highlights benefits like warranty coverage and sometimes included maintenance.

We then outline who leasing may fit: certain students, people who switch cars every 3–5 years (especially luxury vehicles, trucks, and SUVs), low-mileage drivers without cash to buy, and those with competing financial priorities.

00:00 Leasing Car Myth
01:09 Why Rules Stick
02:51 Lease Basics
04:48 Fees And Limits
06:14 End Of Lease Options
10:36 Walk Buy Or Trade
12:39 Ownership Cost Tradeoffs
15:09 Ad Break
16:19 Who Should Lease
18:27 Luxury And Trucks
20:12 Low Mileage Priorities
21:50 Personal Example
22:58 Wrap Up Takeaways

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You Might Already Own SpaceX: How IPOs, Index Rules, and Heavy Weightings Can Increase Portfolio Risk

In this episode, we explains how investors may already own SpaceX through index funds and 401(k)s, even without knowing it. Using SpaceX’s IPO as a case study, we distinguish stock exchanges (NYSE/Nasdaq) from stock indices (S&P 500, Nasdaq 100, FTSE Russell, MSCI ACWI), how each makes money (fees, data, licensing), and how index inclusion rules work (longevity, availability/float, profitability, location/industry). We then discuss the larger issue in the increasing concentration and interconnection among top tech/“Mag Seven” firms, making major indices less diversified than many assume.

00:00 SpaceX In Your Portfolio
00:48 Holiday Highs And Lows
01:50 Why SpaceX IPO Matters
03:50 Stock Exchange Basics
06:04 Stock Index Explained
09:09 S&P 500 Inclusion Rules
10:38 Indices Bend For SpaceX
13:23 How You Already Own It
14:42 Break And Gap Finder
15:51 Hidden Risk In Indices
16:49 Mag Seven Connections
18:51 Weighting And Concentration
21:50 Risk Tolerance Reality Check
22:47 Do Your Homework Closing

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Who Should Avoid Roth Retirement Accounts? Key Scenarios Where Pre-Tax May Win

Join us from our new recording studio as we explain when Roth retirement account benefits like tax-free withdrawals and no required minimum distributions, are not ideal for everyone. We contrast Roth versus pre-tax taxation timing and outlines cases where Roth contributions may be disadvantageous. Scenarios include people currently in much higher tax situations than they expect in retirement, those likely to move from high-tax states to lower-tax states in retirement and borrowers on federal income-driven student loan repayment who can lower payments via pre-tax contributions. Tune in and see if a Roth is right for you (or not)!

00:00 Roth Hype vs Reality
00:14 Show Intro and New Studio
01:51 Why This Roth Episode
03:06 Roth vs Pretax Basics
05:31 High Taxes Now
10:07 Retire to Lower Tax State
12:17 Newsletter Break
12:35 Student Loans and AGI
13:57 Cash Flow Crunch
16:19 Near Retirement Medicare Traps
18:34 When You Have Other Assets
20:01 Wrap Up and Thanks

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Mortgage Recasting 101

In this episode, we discuss the most important question one can ask when determining their home down payment: “Can this mortgage be recast?” Using a $500,000 home example, Brenton explains amortization schedules and how recasting works: after a lump-sum principal payment, the lender recalculates the payment to keep the original payoff timeline while lowering monthly payments. We cover scenarios where recasting makes sense, questions to consider, and the opportunity costs of giving up large sums for a 20% down payment.

00:00 Down Payment Dilemma
01:05 Home Buying Season
01:59 Why Smaller Down
04:49 Ask About Recasting
05:04 Amortization Basics
09:20 Recast Example Numbers
11:13 Break And Promo
12:23 PMI And Affordability
15:14 Investing Opportunity Cost
17:51 Final Takeaways

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Escape Student Loan Debt Podcast

July 1 Deadline Changes, SAVE Ending, New Borrowing Caps, and Myth-Busting

In this episode we explore major federal student loan changes tied to the key July 1 deadline and dispels common myths about what's to come. Key updates include new borrowing caps for Parent PLUS loans and the important distinction between a "standard" graduate student and a "professional" student. A new income-driven option, the Repayment Assistance Plan, arrives July 1, while PAYE and ICR will be phased out by July 1, 2028. Parent PLUS borrowers can lose access to IDR and PSLF after July 1 without required steps, and any new Parent PLUS borrowing after July 1 removes IDR/PSLF eligibility. SAVE is ending, with a 90-day window starting July 1 to choose a new plan. Consolidation must be completed and disbursed before July 1, and unnecessary consolidation can erase forgiveness credit. The episode also covers plan-switching credit rules, exemptions for already-enrolled students from new caps, and pending lawsuits challenging PSLF employer restrictions and graduate borrowing limits.

00:00 July 1st Changes Overview
02:11 New Borrowing Limits
04:27 New Repayment Plans
06:46 SAVE Plan Deadline
10:18 Consolidation and PSLF Risks
11:41 Parent PLUS Myth Busting
14:46 SAVE Letters and Timing
16:24 PAYE and IBR Updates
19:35 RAP Credit Transfer Rules
21:33 New Loans Change Eligibility
22:38 Borrowing Limits Exemptions
23:09 Lawsuits and Final Takeaways

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10 Things I’d Do If I Had to Start Over Financially and Professionally

In this episode, Brenton shares what he would do if he had to start over at ground zero in a new city with no money or relationships, inspired by a recent article about financial advice for Gen Z. He covers 10 steps he feels would give him a leg up, from collecting and organize email addresses, to prioritizing accessible capital over retirement funds. He then talks about wider a transferable skill set as a “generalist specialist” in an AI-disrupted economy and the dangers of comparing yourself to others.

00:00 Starting Over Blueprint
00:10 Podcast Intro
00:48 Why This Episode
02:50 Build Your Email List
05:24 Prioritize Accessible Cash
08:16 Lock In Insurance Early
09:04 Rent Or Buy Commitment
12:08 Rental Property All In
13:09 Learn Taxes Fast
14:42 Avoid Student Debt
17:58 Public Presence And Side Income
20:06 Generalist Specialist Career
22:16 Keep Your Focus
22:50 Wrap Up And Call In

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529 Plans vs. UTMA/UGMA and Brokerage Accounts: Choosing the Right Way to Save for Kids

In this episode we explain how 529 plans work and why they can be powerful education-savings tools, highlighting tax-deferred growth, tax-free withdrawals for eligible education expenses, transferability to other family members, and high contribution limits including five-year front-loading.

The biggest limitation is often the saver’s financial readiness, and many parents struggle to fund college meaningfully while juggling retirement, debt, housing goals, and other obligations. We discuss a Business Insider story about a couple weighing a 529 against a UTMA (and similar UGMA), outlining UTMA flexibility but potential tax issues and the automatic transfer of control to the child at adulthood, and explaining why the couple rejected both options and what they chose instead

00:00 529s And Alternatives
01:11 How 529s Work
02:57 Contribution Limits And Front Loading
04:39 When 529s Backfire
06:47 Rule Of Thumb
07:58 Break And Gap Finder
09:07 Case Study Katie And Husband
10:18 UTMA Basics And Risks
12:37 Why They Skipped 529
13:32 Brokerage Account Flexibility
14:21 Wrap Up And Takeaways

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EPISODE RESOURCES

Prizm Insurance

Property & Casualty Insurance for High Earners: Umbrella Coverage, Home/Auto Gaps (with Dave Olchowka)

In this episode, we host Dave Olchowka of Prizm Insurance to discuss why property and casualty insurance is often overlooked yet critical for high-income and affluent households. Dave shares his 20+ years in personal lines, his move from State Farm to the affluent/high net worth market, and why he built Prizm as a tech-enabled brokerage partnering with wealth advisors to streamline reviews while providing human advice.

Dave contrasts captive agents vs brokers, then covers common coverage gaps: insufficient umbrella limits, inadequate home dwelling replacement-cost calculations, limited sewer/drain backup coverage, and weaknesses in standard auto policies (parts, valuation, and liability).

Join us as we cover this crucial element of financial planning!

00:00 Why P&C Matters
00:49 Meet Dave and Prizm
04:27 Prism vs Captive Agents
07:30 Coverage Gaps for Affluent
11:51 Break and Gap Finder
13:01 Umbrella Insurance Basics
14:56 How Much Umbrella
17:44 Rental Property Coverage
19:20 Auto Coverage Details
22:12 Rental Cars and Turo
24:44 Home Renovations and Rebuild
27:53 Tough Markets Roof Rules
30:25 Why Pros Beat DIY
33:04 How to Contact Prism
33:58 Final Thanks and Wrap

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When Investment Real Estate Actually Works

In this episode, we break down when real estate can be an excellent wealth-building activity, contrasting last week’s case against owning one or two rentals.

We detail groups for whom real estate has low acquisition costs—military veterans using VA loans and medical/dental professionals using physician loans—and how it can make it easier to keep prior homes as rentals when moving. We then explain why real estate works better at scale, where strong properties can subsidize weaker ones and accumulated equity enables leverage via HELOCs, larger portfolio credit lines, and even securities-backed lines of credit to buy quickly with cash and refinance. Finally, we cover strategies requiring top-tier tax help, including short-term rental exceptions, the Augusta Rule, Real Estate Professional Status, and using depreciation, cost segregation, and bonus depreciation to create paper losses that can offset income.

00:00 When Real Estate Works
02:15 Low Down Payment Paths
03:37 Physician Loan Example
05:41 Building Portfolio Scale
07:27 Leverage With Credit Lines
11:59 Appreciation And Timing
14:19 Break And Gapfinder
15:29 Tax Strategy Overview
16:36 Short Term Rental Loopholes
17:48 Augusta Rule Explained
19:56 Real Estate Pro Status
21:18 Depreciation And Cost Seg
25:09 Wrap Up And Takeaways

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Why a Single Rental Property Often Disappoints High-Income Earners (Part 1)

Today we introduce a two-part series on rental property, and why a single rental property (or a couple) is often a poor wealth-building strategy for high-income earners. We cover how using a starter home as a rental can compromise upgrading to a better primary residence, using Brenton's childhood home as an example. We then show how difficult it is to produce meaningful cash flow after mortgage, taxes, insurance, maintenance, and property management, and preview part two, where we'll cover when real estate CAN work with certain elements in place (scale, early adoption, and/or real-estate-professional strategies).

00:00 Why Rentals Fail High Earners
00:46 Series Setup and Caveats
03:36 Turning Starter Home Into Rental
04:10 Down Payment Reality Check
06:15 Home Price Growth Trap
07:54 Cash Flow Math Doesn’t Work
11:54 Capital and Liquidity Tradeoff
14:34 Tax Benefits Are Overstated
15:19 Passive Loss Rules Explained
18:35 When Real Estate Works
19:39 Wrap Up and Part Two Tease

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EPISODE RESOURCES

RISE Student Loan Regulations Fact Sheet

...I Just Lost $33,709 Episode

Repayment Assistance Plan Explained

Finalized DOE Student Loan Rules: New Caps, Repayment Assistance Plan, and Default Rehab Changes (Effective 2026–2027)

In this episode we share newly finalized Department of Education regulations tied to the Working Families Tax Cuts Act and explain how they may affect student loan borrowers starting in 2026–2027. We outline new federal loan caps beginning July 1, 2026: graduate loans limited to $20,500 annually/$100,000 total; professional programs (11 fields including law, medicine, dentistry, and clinical psychology) to $50,000 annually/$200,000 total; and Parent PLUS capped at $20,000 annually/$65,000 per dependent, plus a $257,500 lifetime limit for new borrowers. We also cover repayment changes including a new Repayment Assistance Plan becoming the only income-driven option for first-time borrowers after July 1, 2026, a tiered 10–25 year standard plan, expanded loan rehabilitation to twice per loan with IDR opt-in at agreement signing, revised forbearance limits, sunsetting certain deferments for loans after July 1, 2027, and new institutional and part-time borrowing rules, warning current borrowers to be cautious about taking new loans.

00:00 Student Loan Rule Update
00:08 Podcast Intro and Context
01:21 Personal IRS Refund Story
02:02 New DOE Regulations Overview
02:50 Graduate and Professional Loan Caps
05:19 Parent PLUS Limits Explained
07:36 Lifetime Borrowing Cap
08:20 New Repayment Plan Changes
09:43 Tiered Standard Repayment
11:07 Default Loan Rehabilitation Updates
13:30 Forbearance and Deferment Changes
14:27 School and Part Time Loan Limits
15:41 Key Takeaways and Wrap Up

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How I Accidentally Double-Paid the IRS $33,709—and Covered the Cash Crunch

In this episode, Brenton recounts misplacing $33,709 after accidentally paying his 2025 taxes twice: he walks through how to make IRS payments and check refund status, noting refunds may take 21+ days and planning for up to 90 days. He describes telling his wife and their strained cash position due to her nine-month unemployment and higher expenses. He evaluates liquidity options (brokerage sale taxes, retirement penalties, Roth contributions limits, credit strategies, life insurance withdrawals/loans, securities-backed LOC minimums) and walks through the option he chose and why it was most appropriate.

01:47 Overdraft Shock
02:25 Tax Planning Routine
04:57 Double Payment Mistake
05:49 IRS Payment Walkthrough
08:58 Ad Break
10:07 Telling My Wife
11:14 Refund Timeline Check
13:09 Emergency Fund Reality
15:31 Where To Pull Cash
17:38 Credit Card Strategy
22:18 Leverage Options Review
29:20 Lessons And Wrap Up

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EPISODE RESOURCES

Subscribe to our YouTube channel!

Repayment Assistance Plan Explained

2026 IRS Tax Tables

Real Estate Professional Status Requirements

IRS Passive Activity Rules

Third Thursday Preview: IRS Delays, Safe Harbor Payments, and the Hidden Context Behind Tax-Saving TikToks

In this episode, we preview content from our “Third Thursday” YouTube series, where we add some context to the financial content you see on social media. We review a TikTok about IRS staffing cuts, longer wait times, and delayed processing, using it to introduce the concept of safe harbor payments for people who risk paying tax penalties for underwithholding throughout the year. We cover safe harbor payments and the two strategies that can be used to keep yourself out of the IRS' crosshairs.. We then critique a viral “save $60,000 in taxes” video for missing context, covering startup loss limits (hobby loss rule), the IRS's definition of a Real Estate Professional and how it benefits your taxes, the practical limits of maxing retirement accounts, and spousal IRA deduction phaseouts tied to adjusted gross income.

00:00 Series Preview Intro
00:47 Behind the Scenes Update
01:49 Third Thursday Format
03:18 IRS Staffing TikTok
05:34 Safe Harbor Basics
08:07 Two Safe Harbor Rules
10:10 Safer Payment Tactics
11:53 Marriage Tax Hack Video
14:50 Context for Four Couples
14:56 Founder Losses and Risks
17:10 Real Estate Pro Status
20:44 Freelancer Retirement Limits
21:56 Spousal IRA Phaseouts
25:46 Final Takeaways and Wrap

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EPISODE RESOURCES

Register for the Financial Symposium!

Check out the Change of Plans Checklist

Financial Literacy Month Horror Stories: Credit, Taxes, Insurance, Investing, and Estate Planning Mistakes

In honor of April being Financial Literacy Month, we share de-identified “horror stories” from real client experiences to show how small financial mistakes can create major consequences. You'll hear the dangers of co-signing loans, highlighting a divorce scenario where an overlooked private student loan left a co-signer responsible after the ex-spouse defaulted. We also tell a frightening tale of a homeowner whose seemingly small decision to close a card cost them over $150,000! On taxes, we recount a sale where an incorrect report of an investment sale doubled a client's tax bill and took over 6 months to correct. Taxes, Estate planning, investments: plenty of spooky stories for all.

TUNE IN!

00:00 Financial Literacy Horror Stories
00:56 Why April Matters
02:18 Cosigning Gone Wrong
05:12 Credit Mistakes Before Closing
08:20 Tax Return Cost Basis Error
10:32 Gap Finder Break
11:41 Insurance Policy Surprise
13:54 REIT Taxes Explained
16:10 Net Unrealized Appreciation
18:29 Estate Planning Pitfalls
21:31 Final Takeaways and Event

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EPISODE RESOURCES

SAVE Plan Cancellation Press Release

SAVE Plan Timeline Press Release

Parent Plus Loan D-Day, Disallowed Student Loan Guidelines and Details on the Immediate Future of the SAVE Plan

In this episode, we go through EXTREMELY important details on the future of Parent Plus Loans, and why many borrowers need to take action by April 1st in order to preserve eligibility for student loan forgiveness. These borrowers must have a newly consolidated loan disbursed by July 1st to maintain eligibility, and all parents should be wary of borrowing any new Parent Plus Loans after that time. We also cover certain student loan guidelines from the Biden era that have been disallowed, including, crucially, the ability to consolidate federal loans without resetting your credit towards forgiveness. Lastly, for borrowers on the SAVE plan, we have details on the 90 day timeline borrowers will have to move to a new Income Driven Repayment plan or risk being placed on a (likely significantly higher) Standard Plan. Tune in for details!

00:00 Emergency Student Loan Alert
00:49 Why A Midweek Episode
02:17 Parent Plus Deadline Explained
02:42 How To Consolidate Correctly
05:27 July 1 Rule Changes Warning
07:44 SAVE Plan Closure Update
09:12 Consolidation Credits Reset
12:08 Defaulted Borrowers Options
13:45 What Good News Remains
15:45 PSLF Buyback Clarified
18:20 SAVE Exit Timeline July 1
20:51 Wrap Up And Next Steps

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EPISODE RESOURCES

Register for the Riverside Financial Literacy Symposium!

Try the Change of Plans Checklist!

How Much Life Insurance Do I Need Episode

Life Insurance Needs Calculator

Insurance Essentials for Families: Home, Auto, Umbrella, Health, Disability, Life & Long-Term Care

In this episode we discuss the key insurance types every person should consider. We review property-related protections—auto, renters insurance, and the various elements of homeowners insurance. Brenton explains umbrella policies as inexpensive additional liability protection, and then cover personal insurances: the necessity of health insurance despite high marketplace costs, long-term disability as paycheck protection (including group-policy tax and income-definition gaps), life insurance needs often being underestimated and requiring calculators and appropriate term length, and long-term care insurance to protect assets and avoid Medicaid impoverishment.

Tune in!

00:00 Why Insurance Matters
00:40 Podcast Intro and Updates
01:04 Symposium Invitation
01:59 Episode Roadmap
03:04 Auto Coverage Basics
04:09 Renters Insurance Essentials
05:17 Homeowners Policy Breakdown
11:51 Umbrella Liability Protection
14:37 Break and Gap Finder
15:43 Health Insurance Reality Check
18:05 Disability Paycheck Protection
22:15 Life Insurance Sizing
24:04 Long Term Care Planning
28:52 Wrap Up and Next Steps

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EPISODE RESOURCES

The Change of Plans Checklist

The Holmes-Rahe Life Stress Inventory

Toni Collier's Money Story

Change of Plans Checklist PLUS Navigating the Financial Fallout of Divorce

Join us as we introduce the New Money New Problems Change of Plans Checklist, inspired by recent life upheavals and the Holmes–Rahe stress scale.in this episode, we discuss how both positive and negative life events can drive significant stress and financial consequences.

We walk through the interactive checklist at newmoneynewproblems.com/changeofplans, which maps 52 life events across eight sections to impacted financial areas—taxes, investments, insurance, employee benefits, estate planning, and student loans—and assigns urgency levels (yellow, orange, red). We then demo the checklist while illustrating the changes from a pending divorce and outlines key actions.

Whether life changes big or small, positive or negative, try out the checklist and share it with those you love!

00:00 Life Events Money Impact
01:16 Why This Checklist Exists
02:17 Stress Scale Wake Up Call
05:17 Checklist Demo Overview
06:13 All Life Event Categories
08:56 Break And Gap Finder
09:45 Divorce Case Study Setup
10:12 Divorce Taxes And Filing
12:10 Insurance And Benefits Changes
14:30 Investments And QDROs
16:30 Estate Plan After Divorce
18:18 Student Loans Divorce Fallout
22:01 Summary PDF And Resources
23:29 How To Use And Share

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An oldie but a goodie!

Check out my wife's money story, heavily influenced by her now 99 and 98 year old grandparents, Albert and Kathryne Groves!

One the granddaughter of a slave, the other orphaned in his early teens and left to fend for himself, they built a financial future for their children and children's children through communication, hard work, and knowledge of how to deal with each other financially (even if it's a bit unconventional!).

We at New Money New Problems think it's impossible to know how you or your spouse can manage money best when you don't understand how your early experiences have impacted you.

I hope you enjoy this brief look into what makes my wife tick, and why!

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Black with Equity Webinar Snippet: Equity Compensation Basics, Taxes, and Diversification

In this episode we recap a jam-packed week ending with a snippet from our Black with Equity webinar for Black History Month.

We explain the basic forms of equity compensation, like restricted stock - a “will be yours” benefit, emphasizing grant date vs vest date, W-2 reporting, vesting schedules, and taxation as ordinary income upon vesting, including the common underwithholding issue from 22% supplemental withholding and solutions like increasing withholding or paying quarterly estimates.

We also cover non-qualified stock options as a “could be yours” benefit, defining strike price, discount element taxed on exercise, exercise windows, and double-trigger acceleration, plus negotiation tactics at hiring, reviews, and severance.

Lastly we touch on ESPPs, offering periods, lookback provisions, and taxable discounts, and warn against overconcentration in company stock and the benefits of portfolio diversification. Sign up for the full unedited release at newmoneynewproblems.com/subscribe!

00:00 Webinar Recap and Access
01:04 Ad Rejection Rant
02:39 Restricted Stock Basics
05:40 Vesting and Tax Impact
07:37 Withholding Pitfalls and Fixes
10:37 Negotiating Restricted Stock
12:24 Stock Options Overview
14:11 Option Terms and Taxation
18:42 Option Negotiation Strategies
20:17 Employee Stock Purchase Plans
23:12 Avoiding Stock Overconcentration
27:14 Leveraging Diversified Portfolios
29:51 Wrap Up and Next Steps

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EPISODE RESOURCES

Check out the rich & REGULAR website and blog

YouTube and Julien's Eat Better Series

Cashing Out: Win the Wealth Game by Walking Away

Rich & Regular’s Money Story: Paying Down Debt, Building a 15-Year Exit Ramp, and Redefining “Rich”

In this episode, we interview Kiersten and Julien Saunders of rich & REGULAR about how their different upbringings shaped their money mindsets and how an early conflict over Kiersten’s credit card debt and spending habits led to a breakup, reconciliation, and deeper conversations about wealth-building plans.

They discuss early money memories, the role of career volatility and multiple financial crises in rejecting “boomer logic,” and their framework for a 15-year career.

They share practical ways to create cash flow by reducing convenience spending and shopping differently, reflect on managing conflict as their identities evolve, and name personal financial pitfalls and strengths.

00:00 Walking Away From Rat Race
00:46 Meet Rich and Regular
03:21 FinCon Connection
05:09 Kirsten Money Roots
07:04 Julian Money Roots
10:14 First Money Memories
13:18 Round One Breakup
17:04 Rebuilding With Money Talks
21:27 Sticky Note Reunion
27:31 Giveaway Break
28:25 15 Year Career Blueprint
29:57 Monetize Your Superpower
31:11 Build Your Exit Ramp
33:57 Convenience Tax Savings
35:19 Aldi Costco Reality Check
39:03 Status Spending Mindset
41:10 Money Conflict Dance
46:45 Quick Fire Surprises
49:40 Money Weaknesses Strengths
52:16 Eat Better Series
54:09 Closing Thanks

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JOIN US FOR OUR BLACK WITH EQUITY WEBINAR FEB. 27th!

Register HERE

Subscribe to our YouTube channel!

We're back after the first Friday off in over three years!

Join us as we preview the first YouTube “Third Thursdays”, a monthly Q&A format to respond to audience-submitted financial literacy videos, discuss what is real vs. fake, and address what may or may not be relevant to different financial situations

In this first session, Brenton reacts to a video about investing a first $1,000, using it to explain ETFs vs. mutual funds (fees/expense ratios, intraday trading, and tax/turnover differences), what the S&P 500 is, and how it is market-cap weighted—meaning a small set of the largest companies can drive most performance.

We also discuss the broader issue of online financial advice, emphasizing a shared responsibility between creators and viewers, encouraging education over prescriptive “buy this” guidance, and urging listeners to consider emergency reserves, overall financial foundation, personal goals, taxes, and risk tolerance (including using risk tolerance questionnaires) before implementing investing or tax strategies.

00:00 Behind the Scenes: Kicking Off Third Thursdays on YouTube
00:46 Welcome Back: Missed Episode, Life Updates, and Resetting
01:35 Upcoming Webinar: ‘Black with Equity’ (RSUs, Options, ESPP)
02:55 What Is Third Thursdays? Live Q&A + Reacting to Financial Videos
04:50 Preview Topic: Where Should You Start Investing?
07:41 Reacting to ‘Invest My First $1,000’: ETFs, Mutual Funds, and Fees
11:23 S&P 500 Reality Check: Concentration Risk + Fit for New Investors
16:56 Dividends & Taxes: When High-Dividend ETFs Can Backfire
19:59 How to Consume Online Money Advice: Education vs. ‘Just Buy This’
23:56 Wrap-Up: Ask Better Questions + Next Live and Webinar Reminder

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EPISODE RESOURCES

2025 Federal Tax Brackets

Navigating Tax Season: Common Forms, Mistakes, and Deductions

In this episode of the New Money, New Problems podcast, we dive into common tax forms and mistakes that you don't want to miss during tax season. Topics range from the importance of accounting for all income sources, including W-2s, 1099s, and income from high-yield savings and brokerage accounts. Brenton elaborates on the significance of accurately reporting restricted stock units (RSUs) on your W-2 and explores various tax deductions, both above-the-line and below-the-line, including retirement contributions, health savings accounts, and itemized deductions like mortgage interest and property taxes.

This episode is packed with valuable information to help you optimize your tax filing and maximize your financial benefits.

00:00 Introduction to Common Tax Forms and Mistakes
00:45 Welcome and Recent Events in Nashville
01:37 Importance of Tax Filing Season
02:34 Understanding Different Income Sources
04:45 Common Mistakes with W2 and Equity Compensation
08:21 Above the Line Tax Deductions
10:04 Standard Deduction vs. Itemizing Deductions
12:02 Below the Line Deductions for Homeowners
12:55 Medical and State/Local Tax Deductions
14:56 Charitable Contributions and Home Equity Line of Credit
16:46 Recap and Calculating Taxable Income
19:21 Introduction to Tax Credits
20:27 Child and Education Tax Credits
23:20 Conclusion and Final Advice

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EPISODE RESOURCES

How To Set Financial Goals That Stick

Goals Questionnaire

3 Ways to Pay Off Massive Credit Card Debt

Why Your Financial Goals for This Year Won't Stick -

In this episode of the New Money, New Problems podcast, we delve into the reasons why your financial goals for the year often fail and offer actionable strategies to ensure they stick.

We explain the importance of early rewards, the pitfalls of relying solely on discipline, and the necessity of automating your financial behaviors.

Tune in to hear the impact of financial decisions on other areas of your life and the need for goals that are realistic for your current life stage.Through real-life stories and examples, this episode provides valuable insights for anyone looking to make their financial resolutions a lasting success.

00:00 Introduction to Financial Goals
01:46 The Importance of Early Rewards
05:48 Automate Your Financial Goals
07:12 Considering the Bigger Financial Picture
12:18 The Dangers of Limited Financial Knowledge
15:07 Achieving Financial Goals with Partner Buy-In
19:11 Setting Realistic Financial Goals
24:06 Understanding Your Financial 'Why'
26:21 Conclusion and Final Thoughts

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EPISODE RESOURCES

Check Out Rahkim's Work!

Overcoming Financial Trauma: A Deep Dive with Rahkim Sabree

Join host Brenton Harrison in a compelling conversation with Rahkim Sabri, author of Overcoming Financial Trauma.

This episode delves into Rahkim's personal journey from experiencing financial trauma as a child to (literally) writing the book on how to overcome it! Rahkim shares his expertise on the impact of financial trauma, the concept of epigenetics, and his practical framework known as the 'Three Es'—Exposure, Education, and Execution—for overcoming financial challenges.

The discussion also touches on his recent personal trauma of losing his home to a fire and how it influenced his connection to his work. This episode is a profound exploration of financial resilience, generational wealth, and how personal experiences shape financial behaviors.

00:00 Introduction and Overview
01:53 Meet Rakim Sabri: Financial Therapist and Author
03:50 Rakim's Origin Story: Early Financial Struggles
08:40 Defining Financial Trauma
17:38 Epigenetics and Financial Trauma
26:33 The Three E's Framework
27:44 Navigating the Home Buying Process
29:04 Facing Financial Fears and Execution
30:16 The Importance of Community Support
31:22 Applying Lessons to Overcome Financial Trauma
33:47 A New Trauma: The House Fire
37:31 Rebuilding and Healing Out Loud
47:18 Quick Hitters: Powerful Quotes and Reflections
51:31 Where to Find More of Rakim's Work

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EPISODE RESOURCES

Sign up to receive our Financial Guide for Stay At Home Spouses!

Financial Planning for Stay-at-Home and Lower-Income Spouses

In this episode of the New Money, New Problems podcast, we address the financial challenges and opportunities for stay-at-home and lower-income earning spouses.

We cover the importance of financial equity within a relationship, and why both partners need to be equally informed about their financial situation. Key topics include the necessity of having an open conversation about finances, various ownership structures for investment accounts, the significance of proper insurance and beneficiary designations, and the importance of credit management.

Tune in to hear tips on how spouses can get more involved in financial planning, ensuring they can navigate periods of loss, disability, or potential divorce with confidence.

00:00 Introduction to Financial Planning for Stay-at-Home Spouses
01:43 The Importance of Equal Financial Footing
04:59 Steps to Financial Empowerment
07:39 Understanding Investment and Insurance Details
12:11 Managing Debts and Access Information
23:06 Retirement Planning for Stay-at-Home Spouses
27:12 Building and Maintaining Credit
28:36 Engaging with Financial Professionals
30:02 Final Thoughts and Resources

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EPISODE RESOURCES

Life Insurance Needs Questionnaire

What Is Umbrella Insurance?

Goals and Behaviors Questionnaire

Top Sites to Manage Your Finances

10 Easy Financial Wins to Start Your New Year Right

In this episode of the New Money, New Problems podcast, we share 10 straightforward financial tips to kickstart 2026. Starting with automation, we explain the benefits of setting up automated transfers for savings and investments. We then cover the importance of things like reviewing and shopping for insurance, defining and structuring emergency funds, planning for financial surpluses and contingencies, scheduling that one financial task you've been putting off.

Come hear these financial strategies that help establish better financial habits and achieve their financial goals.

00:00 Introduction to Financial Wins
02:14 Automate Your Finances
06:07 Insurance Essentials
09:28 Emergency Reserves Strategy
11:17 Beneficiary and Estate Planning
12:50 Eliminate Unnecessary Bills
15:15 Transparent Financial Conversations
18:13 Understanding Your Pay Stub
20:05 Setting Financial Alerts
23:03 Planning for Surpluses and Contingencies
25:58 Taking Action on Financial Goals
28:24 Conclusion and Next Steps

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Reflecting on 2025: Lessons Learned and Highlights from New Money, New Problems

In the final episode of 2025, we reflect on the challenges faced during a helluva year.

Despite these hardships, we had some fun along the way.

This episode revisits key moments, such as Leonard Black's journey from corporate America to franchise ownership, Seth Godin's valuable advice on trading time for meaningful change, and Naseema's story of overcoming limiting beliefs about wealth.

Join us for some of our favorite moments from 2025!

00:00 Introduction and Reflections on 2025
01:08 Celebrating Wins and Favorite Moments
02:10 Leonard Black's Entrepreneurial Journey
05:38 Insights from Seth Godin
11:28 Naseema's Wealth Creation Journey
15:58 Tony Collier's Financial Wisdom
21:26 Looking Forward to 2026

EPISODE LINKS

Toni J. Collier's Money Story

Seth Godin on New Money New Problems

Naseema's Money Story

Leonard's Pivot to Entrepreneurship

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EPISODE RESOURCES

ESLD Guide to Income Driven Repayment Plans

SAVE Settlement Details

Navigating the End of the SAVE Plan: What's Next for Your Student Loans?

In this episode we talk the end of the SAVE Repayment plan and explore the implications for borrowers. Find out who benefits from different Income Driven Repayment (IDR) plans and the importance of immediately switching plans for those eligible for forgiveness. Between alternative IDR plan options, changing federal policies, and important deadlines, this episode equips listeners with crucial information to make informed financial decisions regarding their federal student loans.

00:53 Impact of the SAVE Repayment Plan Ending
03:17 Settlement and Forgiveness Credits Updates
06:53 Options for Switching Income Driven Repayment Plans
15:55 Urgent Actions for Forgiveness Eligibility
21:15 Conclusion and Future Updates

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Not everyone wants to spend their entire day trying to hack their credit card rewards. But that doesn't mean there aren't a few tips you can use to maximize your cards and save money and time.

EPISODE RESOURCES

Top Credit Card Partner Programs

https://www.forbes.com/advisor/credit-cards/guide-to-major-credit-card-rewards-programs/

01:08 Maintaining Your Credit Score

03:54 Optimizing Credit Utilization

05:54 Lowering Credit Card Fees

08:47 Credit Card Hacks and Offers

11:18 Travel Rewards and Perks

14:46 Maximizing Travel Points

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EPISODE RESOURCES

Buy Toni's New Book

From Trauma to Triumph: The Inspiring Journey of Toni Collier

In this episode we dive deep into the life and money story of Tony Collier. Toni shares her journey from a challenging childhood to building a global ministry that has touched millions. She opens up about her personal traumas, including a very public divorce, and how these experiences have shaped her approach to life, ministry, and financial stability. Toni shares how in spite of her trials, her resilience and entrepreneurial spirit that have helped her rebuild and thrive. She also talks about her new book, 'Don't Try This Alone,' which focuses on the importance of community in the healing process. We hope you enjoy the conversation!

01:25 Meet Toni
01:42 Toni's Early Life and Challenges
07:31 Navigating Adolescence
11:00 College Years and Career Aspirations
12:04 Entering Ministry
14:17 Public and Private Trauma
18:16 Healing and New Beginnings
21:12 The Power of Vulnerability in Writing
22:27 Financial Struggles Amidst Personal Trauma
25:16 Rebuilding After Financial Devastation
30:21 Childhood Influences on Financial Mindset
34:20 Unexpected Benefits of Transparency
36:55 Toni's Multifaceted Career and Future Plans
37:47 Final Reflections and Personal Insights

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Check out this (still relevant) blast from the past!

Why the Holidays Are a Bad Time to Discuss Finances with Family

In this episode of the New Money, New Problems podcast, we explore why the holiday season may not be the ideal time to discuss finances with family. Drawing from personal experiences and professional insights, we explains the common pitfalls and emotional triggers that can derail these sensitive conversations during family gatherings. Instead, we offer a strategic approach to planning these discussions effectively by separating parties into two camps – the planning generation and the potential beneficiaries – and setting clear parameters and dates for future conversations. This episode aims to provide listeners with tools to navigate these complex financial topics while minimizing conflict and ensuring peace of mind for all family members.

00:00 Introduction: Why Holidays Aren't Ideal for Financial Talks
00:07 Podcast Overview and Host Introduction
00:46 Setting the Scene: Holiday Season and Financial Conversations
01:21 Common Financial Advice and Its Limitations
02:13 Personal Experiences with Family Financial Discussions
03:45 Challenges of Discussing Finances During Holidays
04:29 Rethinking Holiday Financial Conversations
10:08 Planning for Future Financial Conversations
11:26 Steps to Prepare for Financial Talks with Family
15:50 Addressing Elder Generations About Financial Planning
19:20 Conclusion: Importance of Financial Preparedness

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EPISODE RESOURCES

Principal Samuelson's Business Insider Feature

Preparing Children for College and Beyond: A Conversation with Principal Joseph Samuelson

In this episode, we talk about exposing your kids to different paths, including ones that may NOT lead to college. We're joined by Principal Joseph Samuelson from Upton, Wyoming, who offers unique perspectives on exposing students to various career options, including non-traditional paths.

Principal Samuelson details his school’s personalized learning approach, which tailors education to individual student interests and needs, ensuring students are prepared for life after high school. The episode highlights the significance of valuing lifelong learning and adaptability in an ever-changing world.

00:00 Introduction: Preparing Your Child for College and Beyond
00:48 Reflecting on Past Conversations and Future Prospects
01:08 Exploring Alternatives to Traditional College Paths
03:02 Introducing Principal Joseph Samuelson
04:21 Principal Samuelson's Approach to Personalized Learning
04:53 Implementing Non-Traditional Pathways
06:58 Balancing College and Career Readiness
13:46 Parental Guidance and Future Outlook
18:20 Conclusion and Final Thoughts

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EPISODE RESOURCES

Smart College Buyer Podcast

Connect with Jack

Optimizing Your Child's College Journey with Jack Wang

In this episode of the New Money, New Problems podcast, we interview special guest Jack Wang, a financial advisor specializing in college planning.

Jack discusses strategies for optimizing your child's journey to college, focusing on how to maximize financial aid and minimize student debt. The conversation covers the importance of aligning extracurricular activities with intended majors, the differences between getting accepted to college and securing financial aid, and the timing of college planning.

We also explore the advantages of less well-known but excellent colleges and the factors to consider when choosing schools. This episode is packed with valuable information for parents looking to plan their children's educational futures effectively.

00:00 Introduction: Navigating Schooling Costs
01:42 Special Guest Introduction: Jack Wang
04:06 Jack's Journey into College Aid Specialization
06:10 Understanding College Admissions and Aid
14:01 Public vs. Private School Strategies
24:33 When to Start College Planning
30:51 Creating a Realistic College List
36:33 Alternative College Options and Financial Strategies
42:13 Conclusion and Contact Information

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EPISODE RESOURCES

2025 Tax Tables and Guidelines

Essential End-of-Year Tax Planning Tips for Employees

In this episode, we delve into crucial end-of-year tax planning strategies specifically tailored for W2 employees aiming to optimize their finances before the new year. We cover the importance of proper withholding to prevent unexpected tax bills, highlights the impact of bonuses and equity compensation on taxes, and illustrates how the Social Security bonus can help mitigate underpayments.

The episode further explores calendar year vs. tax year deadlines for retirement contributions and employee benefits, along with strategic charitable giving under recent tax law changes.

02:22 Understanding Withholding and Its Impact
04:14 Strategies for High-Income Earners
07:23 Social Security Bonus and Tax Benefits
13:11 Maximizing Charitable Contributions
18:03 Filling Up Lower Tax Brackets
20:33 The Importance of Professional Tax Help

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PAST EPISODES TO HELP

What To Do When You Run Out Of Money (Literally)

Preparing Your Finances For A Possible Doomsday

Still Living Paycheck to Paycheck on $250,000

How To Recover From Financial Mistakes

From Severance To Security

What To Do Right After You’ve Been Fired

5 Ways to Restructure Your Debts

5 Ways To Take Advantage Of Lower Interest Rates

5 Signs You Need to Reassess Your Credit Card Debt + 2 Proven Strategies to Get Out

Does Loud Budgeting Work?

Optimizing Debts As You Build Your Emergency Fund

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EPISODE RESOURCES

Joint Case Update

Essential Updates on Federal Student Loan Forgiveness

This episode covers significant recent updates concerning the forgiveness of federal student loans. Key highlights include the impact of the lawsuit between the American Federation of Teachers and the Department of Education on loan forgiveness processes, the phasing out of certain Income Driven Repayment plans, and the importance of timely switching from plans like the SAVE plan to income-based Repayment plans to avoid tax implications. The Department of Education's agreement to process loan cancellations under original repayment plans and to remove partial financial hardship requirements for IBR plan eligibility is also discussed. The episode concludes with a critical overview of tax considerations and the timing of loan forgiveness procedures.

01:33 Context and Background on Student Loan Forgiveness
03:00 Legal Challenges and Department of Education's Response
07:02 Joint Status Report and Its Implications
10:24 Important Deadlines and Tax Implications
15:17 Final Thoughts and Next Steps

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NASEEMA'S FAVORITE RESOURCES

Check out her platform!

Journey To Launch

Clever Girl Finance

Choose FI

From Nursing to Financial Freedom: Naseema McElroy’s Inspiring Journey

In this episode, we explore the remarkable journey of Naseema McElroy, a nurse who turned her income into a path toward becoming a multimillionaire and a financial literacy educator.

Naseema shares her story of growing up in Oakland with financial responsibilities from a young age, transitioning from healthcare administration to nursing, and eventually leveraging her nursing income to achieve financial freedom.

She discusses her pivotal moment in realizing the importance of financial education, her quest for knowledge through various podcasts, and books, and her diligent effort in paying off nearly a million dollars in debt.

Naseema also delves into the development of her Instagram platform, initially created for friends, which grew to educate and inspire hundreds of thousands. The episode covers her strategies for budgeting, investing, and setting financial goals, emphasizing her commitment to sharing knowledge as a driving force for her platform’s success.

01:46 Meeting Naseema: Oakland Beginnings
02:02 Naseema's Early Life and Financial Lessons
05:36 Transitioning to a Nursing Career
09:09 Discovering Financial Independence
12:17 The Million Dollar Debt Payoff
18:14 Building a Financial Literacy Platform
21:31 Reflecting on Financial Lessons and Success
25:14 Conclusion and Final Thoughts

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EPISODE RESOURCES

Mortgage Forbearance 101

Credit Card Assistance

30MoneyMoves Challenge

Upwork

Navigating Financial Hardships: Practical Tips When Emergency Reserves Run Out

In this episode, we discuss strategies for managing your finances when you've planned ahead but still find yourself running out of money. We share insights from a recent conference and highlights a common challenge faced by many: even those who have thoroughly prepared with substantial emergency reserves are finding their resources depleted after prolonged periods of unemployment or financial strain. The episode provides various actionable tips for alleviating financial pressure, such as communicating with lenders for debt forbearance, utilizing balance transfer credit cards, pausing automatic contributions to investment or retirement accounts, and evaluating subscription services for potential cuts. Additionally, options for income generation through freelancing platforms like Upwork and Fiverr are explored, as well as potential avenues for accessing Roth IRA contributions, 401k loans, and leveraging non-qualified investment accounts through securities-backed lines of credit.

00:00 Introduction: Facing Financial Challenges
00:46 Personal Reflections and Industry Insights
01:10 Understanding the White Collar Recession
02:19 Emergency Financial Advice: Breaking the Glass
02:36 Caveats and Considerations
04:01 Debt Management Strategies
04:39 Exploring Forbearance Options
06:09 Credit Card Hardship Programs
07:25 Student Loan Relief Options
10:12 Balance Transfer Cards
11:13 Pausing Contributions and Evaluating Subscriptions
14:08 Leveraging Gig Economy Platforms
17:26 Accessing Retirement Funds
19:56 Non-Qualified Investments and Lines of Credit
23:31 Conclusion: Extending Your Burn Rate

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EPISODE RESOURCES

Eligible FSA Expenses

Maximizing Your Flex Spending Account: Overcome Hesitations and Save Money
In this episode, we address common fears and hesitations around signing up for Flex Spending Accounts (FSAs) during open enrollment season. The episode starts by explaining open enrollment and emphasizes the benefits of FSAs, which are often underutilized compared to Health Savings Accounts (HSAs) and Dependent Care FSAs. We dive into the practical uses of FSAs, including eligible health expenses and over-the-counter items. Additionally, we cover how to plan your contributions, manage reimbursements, and navigate plan rules to maximize your tax savings. By the end of the episode, you'll have actionable tips to seamlessly integrate FSA use into your financial planning.

00:00 Introduction to Flex Spending Accounts
00:52 Understanding Open Enrollment
01:27 Focus on Flex Spending Accounts
02:12 Benefits of Health and Dependent FSAs
02:46 Common Concerns About FSAs
03:40 Maximizing Your FSA Benefits
04:36 Eligible FSA Expenses
05:45 Planning Your FSA Contributions
06:53 Using FSA for Regular Purchases
08:23 Employer Rules and Reimbursements

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EPISODE RESOURCES

How To Donate Appreciated Stock

Donor Advised Funds 101

Maximize Your Charitable Contributions: Tax Benefits and Strategies

In this episode, we focus on unique ways to align charitable contributions with tax and investment strategies. Topics discussed include 'bunching' charitable contributions, donating appreciated assets like stocks to avoid capital gains tax, and using donor-advised funds to maximize charitable donations while benefiting from tax deductions.

00:00 Introduction and Feedback from Last Week
01:25 Charitable Giving and Tax Benefits
02:26 Bunching Charitable Contributions
05:04 Donating Appreciated Property
10:18 Rebalancing Strategy and Charitable Contributions
12:18 Understanding Donor-Advised Funds
14:47 Conclusion and Upcoming Episodes

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EPISODE RESOURCES

NerdWallet Article on Charitable Giving

EPISODE SUMMARY
In this episode, we explore how to set a budget for charitable giving and discuss upcoming updates in 2026 that will make charitable contributions more beneficial for your tax returns. Brenton shares personal experiences from recent financial literacy events and an interview with NerdWallet, focusing on how much to give to charities, especially when religious observances are involved. Listeners are given tips on planning their charitable contributions, considering both religious and non-religious motivations, and aligning them with their overall financial plans. The episode also delves into potential tax implications and benefits, explaining new rules from the 'One Big Beautiful Bill Act' that will impact itemized deductions and above-the-line tax deductions for charitable giving starting in 2026.

00:00 Introduction to Charitable Giving and Tax Benefits
00:49 Personal Insights and Financial Literacy Events
01:22 Determining How Much to Give
02:24 Religious Contributions and Financial Impact
05:21 Creating a Giving Plan
07:18 Tax Components of Charitable Giving
09:54 Changes in Charitable Giving for 2026 and Beyond
14:34 Conclusion and Final Thoughts

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Evaluating the Quality of Financial Information

The Pyramid Of Investments

In this episode, we shares insights on evaluating the quality of financial information you consume. The episode covers the importance of scrutinizing the intent behind financial advice, the credentials of the creators, transparency in promotions, and aligning advice with your financial stage. Real-world examples and interviews with certified financial planners further underline the significance of practical and transparent financial education. Resources and key takeaways are provided to help listeners make more informed financial decisions.

00:45 Personal Updates and Recent Travels
01:44 Insights from Financial Conferences
03:14 Evaluating Financial Content Creators
04:19 Understanding Financial Products and Services
06:55 The Importance of Financial Foundations
09:18 Transparency in Financial Advice
11:35 Experience vs. Real-World Advice
14:23 Interviews with Financial Advisors

Some of Brenton's Favorites

Journey To Launch

Thomas Kopelman

Tate Esquire

Financially Intentional

Jeff Levine

So Money

Brown Ambition

The Budgetnista

Rich & Regular

The Money Guys

James Altucher

The $100 MBA Show

Building Bread

Trade and Travel

Tela Holcomb

The Happy Investor Method

Investing Uncomplicated

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RSVP for the Financial Literacy Symposium

Federal Student Loan Updates

In this episode of New Money, New Problems, the discussion focuses on why late summer and early fall are the optimal times to review your finances. The host, fresh from professional commitments and heading to various financial events, highlights the benefits of reviewing financial matters during September and October. Key reasons specific to this year include the impending federal student loan consolidation deadlines and potential changes in interest rates driven by economic indicators like jobs reports. General reasons span tax planning, end-of-year employer benefits decisions, and holiday budgeting strategies. The episode emphasizes the importance of preemptive financial reviews and offers practical tips to optimize financial health before year-end.

01:41 Why September and October are Crucial for Financial Reviews
02:29 Federal Student Loans: Urgent Deadlines and Actions
03:55 Economic Indicators and Their Impact on Your Finances
07:18 Tax Planning: Strategies for the End of the Year
13:59 Maximizing Employee Benefits and Open Enrollment
15:36 Holiday Season: Budgeting and Financial Tips

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In this special 150th episode of the New Money, New Problems podcast, we reflect on the journey so far and the lessons learned from both the audience and personal experiences.

In the first half, we focus on the feedback from listeners, the common issue of financial stress regardless of income level and the critical need for effective communication about finances among partners and family members.

We also highlight the importance of understanding financial options over rigid rules and provides insights into the process behind financial journalism.

In the second half, Brenton shares personal lessons from creating the podcast, stressing the value of consistency, starting without perfection, and being open to constructive criticism to facilitate growth and improvement. The episode aims to provide valuable takeaways for listeners to apply to their financial and personal lives.

01:43 Listener Insights on Financial Stress
03:20 Communication and Financial Harmony
06:22 The Value of Personalized Financial Advice
08:28 Behind the Scenes of Financial Publications
10:43 Foundational Financial Topics
13:26 Personal Lessons from Podcasting
16:31 Commitment to Improvement and Future Plans

POPULAR EPISODES FROM THE FIRST 150

Why Holidays Aren't Great for Family Money Talks

STILL Living Paycheck to Paycheck on $250,000

Why New Money Leads To New Problems

What Does It Mean When You're Behind In Retirement Planning?

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In this episode, we revisit the inspiring story of Courtney Hale, a man who has transformed trials into triumphant journeys.

This episode highlights Courtney and his daughter Ever's resilience as they navigate life's challenges, including the loss of Courtney's wife, Tia, and Ever's ongoing battle with sickle cell.

Courtney, known for his work as the Chief Hope Dealer at Super Money Kids, shares the evolution of his career, the hardships he faced, and the joy that's fueled his journey forward. The episode also delves into insights about family, love, and making meaningful financial choices. As a tribute to Courtney and Ever, the host encourages listeners to send their love and support before Ever's bone marrow transplant, for which Courtney is the donor. You can find more about their journey in the show notes.

Ever's Announcement

Follow Courtney's Work

00:28 Courtney Background and Personal Story
02:43 Courtney's Professional Journey and Financial Literacy Work
07:12 Challenges and Triumphs in Personal Life
23:11 Reflections on Life, Work, and Financial Habits

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In this week's episode, we delve into strategies for preparing your finances against potential job loss, economic downturn, or financial emergencies.

The episode emphasizes the importance of establishing emergency reserves, describing optimal savings amounts based on different household scenarios and employment stability.

It also explores tools and tactics for repositioning debts, utilizing flexible employee benefits, and diversifying investments, especially for those with company stock or equity compensation.

Practical advice includes adjusting retirement contributions and withholdings to better balance financial preparedness. The episode also references an article featuring the host's insights on the significance of emergency savings for retirement planning.

Check out the MarketWatch article where Brenton was interviewed!

02:37 Understanding Emergency Reserves
05:22 Layering Your Savings
09:13 Repositioning Debts for Stability
13:50 Managing Equity Compensation
15:28 Optimizing Employee Benefits
16:57 Retirement Accounts and Emergency Planning

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In this episode, Brenton Harrison reflects on a past podcast episode from 2022 that discussed the challenge of living paycheck to paycheck even with a high income. Revisiting the topic, he shares additional insights he's gained over the past three years.

This episode covers reasons why high-income earners may still struggle financially, strategies to establish a financial foundation, and personal experiences and lessons learned.

Key actionable steps include stopping retirement contributions temporarily, halting extra debt payments, evaluating subscription services, and reducing lifestyle expenses. He also emphasizes the importance of staying marketable, prioritizing small financial goals, and avoiding comparisons with others to maintain financial health.

00:45 Revisiting a 2022 Episode
02:19 High Income, Paycheck to Paycheck
05:04 Understanding Financial Struggles
09:45 Immediate Steps to Build Savings
16:27 Additional Insights from 2025
16:54 Personal Experiences and Advice
21:58 Staying Marketable and Setting Goals
24:11 Looking Ahead

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In this episode, we discuss how to identify and recover from financial mistakes.

The episode also delves into personal biases and behaviors that contribute to financial mistakes and offers steps to correct them.

EPISODE RESOURCES

NerdWallet article

My 5 Biggest Financial Mistakes

Check out Ted Klontz's book!

01:41 Evaluating Financial Mistakes
02:11 Investment Time Horizons
03:32 Permanent Life Insurance Policies
06:22 Benchmarking Investments
11:36 Correcting Financial Mistakes
13:52 Understanding Financial Biases
15:51 Learning from Past Mistakes
18:09 Moving Forward

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Check out a snippet from our webinar on solidifying your finances in the event of a layoff and how to negotiate severance!

To access the full replay, join our email list at newmoneynewproblems.com/subscribe!

Episode Highlights:

  • Common Mistakes in Layoff/Severance Situations
    • Employees often don’t ask for enough during severance negotiations; documentation of achievements is crucial.
    • Employers frequently lack proper documentation to justify terminations or severance decisions.
    • Both sides should be prepared: employees should advocate for themselves, and employers should have clear, consistent policies.
  • Negotiation is Key
    • Everything is negotiable—don’t be afraid to ask for more severance, benefits, or time.
    • Employers may have a “cushion” and expect counteroffers.
    • Use a list of your contributions to the company as leverage in negotiations.
  • Legal Considerations
    • Companies are not always required to offer severance unless specified by law (e.g., WARN Act) or contract.
    • The WARN Act requires 60 days’ notice (or pay in lieu) for large layoffs, depending on company size and circumstances.
    • Consistency in severance offers is important to avoid discrimination claims.
  • Practical Steps After a Layoff
    • First, take time to process emotionally before responding or negotiating.
    • Ask about other open positions within the company before accepting termination.
    • Consider negotiating for extended health coverage or other benefits.
    • Map out which benefits are portable (e.g., 401k) and which are “use it or lose it” (e.g., FSA, dependent care).
  • Employer Best Practices
    • Ensure all documentation is in order and policies are applied uniformly to avoid legal issues.
    • Have more than one person present during termination meetings to protect against potential claims.
  • COBRA and Health Insurance
    • Understand your rights to continue health insurance via COBRA and alternatives like the health insurance marketplace.
    • Loss of coverage is a qualifying event for marketplace enrollment, even outside open enrollment periods.
  • Severance and Indirect Compensation
    • Severance may be required if stipulated in a retention or employment agreement.
    • Negotiate for acceleration of equity vesting, continued health coverage, or even compensation for lost value due to blackout periods.
    • Job placement assistance can be requested as part of a severance package.
  • Creative Negotiation Examples
    • Real-life stories of negotiating for additional compensation due to unique circumstances (e.g., stock value loss during blackout).
    • Don’t hesitate to ask for job placement services or other non-monetary benefits.

Contact Information:

  • Casey Duhart: LinkedIn Profile
    • Learn more about her consultancy!
    • Follow her on TikTok
  • James Crumlin: LinkedIn Profile
    • Check out his work!
    • And his famous Capitol Steps Crew Workout!

For in-depth stories, actionable advice, and more legal and financial tips, listen to t

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Client case studies on the value of financial advice ...

EPISODE RESOURCES

Should I Pay A Financial Advisor $6,000?

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Breaking down the "One Big Beautiful Bill"

2025 Federal Tax Brackets

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Join our email list for Part 2!

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Access the new Private Podcast Feed!

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An unfortunate update on the Trump Budget bill.

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In case it happens to you, here's what to do next ...

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TN Unemployment Eligibility

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Don't be sucked into these mistakes ... your wallet will regret it

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PMI Calculator

Adjustable Rate Mortgages Episode

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Highlights from "One Big Beautiful Bill" (definitely not my words)

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Full Text Of The Bill

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A moment of mehhhh

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A beginner's guide to assumable home loans.

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A few tax rules to keep in mind for a better tax year in 2025 ...

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More ideas to keep your finances in line during trying times.

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An historical perspective on what to do with your money in periods of market volatility.

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Historical S&P 500 Returns

Risk Tolerance Questionnaire

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Tune in for the stories of six professionals who left thriving careers to venture into entrepreneurship!

And for the full, unedited version, head to newmoneynewproblems.com/pivot!

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A sneak peek into The #30Money Moves Challenge!

SIGN UP FOR THE CHALLENGE!

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Check out this snippet from our recent estate planning webinar with Atty. Jennifer Williams of Cedar Counsel!

EPISODE RESOURCESAccess the full webinar replay

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A story from someone fresh off his leap into entrepreneurship.

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A necessary pause in our entrepreneurship series to cover urgent student loan news.

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Guide to Income Driven Repayment Plans

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In Pt.3 of our series on mid-career entrepreneurship, Lane Rhodes of Live Oak Bank shares the ins and outs of SBA Loans!

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Estate Planning Webinar RSVP

Contact Lane

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Join us as we continue our series on pivoting your career into entrepreneurship!

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Estate Planning Webinar

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Advancing Black Professionals Event

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Just in case the urge strikes you, we have an episode on the pros, cons, and the real risk of quitting your job.

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Buy Then Build

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Are tariffs really worth all this panic? And if so, what should you do about them?

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Tariffs Article

Car Dealership Podcast

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How to make the most of your money in 2025

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Complete your Cashflow Analysis

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Free Credit Report

Income Driven Repayment Plan Guide+Calculator

How To Optimize Your 2025 Taxes

Life Insurance Needs Calculator

Trust & Will

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Biden's very last update on student loans ... that might all get wiped away.

But just in case! Check out this episode for what you need to know.

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Dept of Ed Announcement+FAQs

Details on PSLF Buyback

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A conversation with the literal inventor of email marketing ... Seth Godin

Seth's latest book,This Is Strategy****

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Tools and tips to build a tax strategy for the year ahead!

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2025 Tax Bracket Changes

Guide To Income Driven Repayment Plans

How Marriage Impacts Your Student Loans

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Don't just punch that W2 information into TurboTax. Tune in for ways to truly optimize this year's tax return.

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2024 Tax Information

Best Small Business Accounting Software

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Some of our favorite moments with our favorite people in 2024

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Juice and Toya

DJ Olojo

Garrison Hayes

Danny Andrews

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A snippet from The State of Student Loans webinar

Access The Replay!

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Join me and my friend/fellow advisor, Erik Garcia,CFP®, as we talk about the top mistakes we see clients make when it comes to their money!

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Stuff About Money They Didn't Teach You In School

My 5 Biggest Money Mistakes

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A few money moves it may be worth making!

REGISTER FOR THE STATE OF STUDENT LOANS WEBINAR!

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FSA-Eligible Uses

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Brenton shares why he's changed his mind about talking money with family during the holidays, and a better strategy to try instead.

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A possible preview of what's to come

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Different forms of property ownership

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For a very brief period, the PAYE Plan is back. And for certain borrowers, it may be CRUCIAL that you sign up before it's dead again.

Tune in to find out why.

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PAYE Interim Ruling

Download the Guide To IDR Plans

The Election and Your Student Loans

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Tune in for details on what is being called the biggest shakeup to real estate in over a century!

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NAR Lawsuit Explained

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Tune in for the My Money Story of Garrison Hayes, one of social media's most popular voices on social justice!

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Signs you need to look in the mirror when it comes to your credit card debt ... and 2 strategies to consider if you don't like what you see.

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3 Ways To Pay Down Credit Card Debt YouTube Video

https://www.youtube.com/watch?v=7GU4BT2Pgio&t=1180s

Credit Card Surfing and Personal Loan Examples

https://drive.google.com/drive/folders/1Ohg89QRX3jQWkJgnYiuFawlSuoivk2fS?usp=sharing

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(Another) emergency student loan update ... and more proof you need to sign up for The State of Student Loans Webinar on July 30th, 6pm CST!

REGISTER FOR THE WEBINAR!

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Department of Ed Emergency SAVE Plan Press Release

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Is it true that you should never buy a home using an Adjustable Rate Mortgage?

REGISTER FOR THE STUDENT LOAN WEBINAR!!!

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ARM Loan Example

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Tune in to learn when it might be beneficial to keep more money in your pocket and voluntarily pay PMI.

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PMI Calculator

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Check them out for yourself and see if you think I'm crazy!

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PMI Calculator

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An update to Friday's emergency episode on the legal implications surrounding the SAVE student loan repayment plan.

EPISODE Resources

Contact the Student Loan Ombudsman

SAVE Plan Emergency Episode

CNN Article

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Tune in for an emergency student loan update on the SAVE plan and the pending end of the IDR Waiver and Pay As You Earn payment plan!

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Direct Consolidation Application

https://studentaid.gov/loan-consolidation/

When PAYE Beats SAVE

https://podcasts.apple.com/us/podcast/when-pay-as-you-earn-beats-the-save-plan/id1641942083?i=1000644748013

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Not everyone wants to spend their entire day trying to hack their credit card rewards. But that doesn't mean there aren't a few tips you can use to maximize your cards and save money and time.

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Top Credit Card Partner Programs

https://www.forbes.com/advisor/credit-cards/guide-to-major-credit-card-rewards-programs/

01:08 Maintaining Your Credit Score03:54 Optimizing Credit Utilization05:54 Lowering Credit Card Fees08:47 Credit Card Hacks and Offers11:18 Travel Rewards and Perks14:46 Maximizing Travel Points

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In this episode, we share the tools you need to determine your next credit card, or decide how to best use (or get rid of) the one you already have!EPISODE RESOURCESFICO vs. VantageScoreHow Credit Inquiries Impact Scores
New Money New Problems Credit Series
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01:26 Understanding Credit Scores and Monitoring Services03:36 Establishing the Purpose of Your New Credit Card05:19 Compiling and Comparing Credit Card Options05:56 Batching Credit Card Applications08:37 Evaluating Personal Credit Card Choices10:13 In-Depth Review: Amex Gold Card vs. Southwest Card14:32 Exploring Cashback Cards: Chase Freedom Unlimited

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Find out when it actually makes sense to pull out your credit card!

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Credit Card Fraud Protection

FICO Score Formula

How To Build Business Credit

How Credit Card Travel Insurance Works

How Credit Card Car Rental Insurance Works

Best Rent Reporting Agencies

Best Business Credit Cards

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In this episode, we cover scenarios where high income earners - even those with good credit - should avoid using credit cards, and alternatives that might help their wallet AND their relationships.

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Credit Card Reward Point Values

Prepaid Debit Card Reviews

Secured Credit Card Reviews

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00:00 High Income Earners and Credit Card Use

02:21 The Dangers of Charging 'Want' Items

03:47 Understanding Rewards Points and Fees

07:48 Tax Payments and Credit Card Fees

11:49 When Minimum Payments Become Problematic

14:14 Relational Dynamics and Credit Card Use 17:42 Managing Children's Credit Card Use

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A sneak peek at our time with Virginia Elder on the Reaching Abundance Podcast!

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The Full Episode of Reaching Abundance

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Tune in for the My Money Story of DJ Olojo, real estate investor and author of The Foreclosure Fix!

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Buy DJ's Book

The Foreclosure Fix Podcast

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Does Your Credit Score Really Matter?

It does ... but maybe not as much you're MAKING it matter.

Tune in so we can explain.

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FICO Score Calculation

Balance Transfer Credit Requirements

Advantages of a Good Credit Score

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What is Velocity Banking, and why do its advocates say you can use the strategy to pay off a home in 10 years or less?

Tune in and find out

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https://www.bankrate.com/mortgages/amortization-calculator/

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Hear the factors that help determine how financial advisors set their fees ... and whether you should decide to pay them!

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Tune in as we talk about pros and cons of paying off a mortgage early!

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Early Mortgage Payoff Calculator

S&P 500 Investment Calculator

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This week, join us for a replay of our first episode recorded in front of a live audience!

Tune in for 5 Financial Tips for New Entrepreneurs!

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Tune in as we cover 4 upcoming dates that are crucial for federal student loan borrowers

JOIN THE APRIL #30MoneyMoves CHALLENGE!

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When PAYE beats the SAVE plan

https://open.spotify.com/episode/3LXvu3QXfMZIwgN06JiwlR?si=bjqJ_eUgSCyDrYkRldm0QQ

The SAVE Plan Part 1 and Part 2

https://open.spotify.com/episode/3U64z5PsRtJv9te2WXJjTA?si=H30Q6D9SQXC72ie5ao6Vcg

https://open.spotify.com/episode/2OLHHNRTg6s1JK3b1PpT0F?si=SaQnVS2VSsiXhmR2p4OPrw

Contact the Student Loan Ombudsman

https://fsapartners.ed.gov/help-center/fsa-customer-service-center/service-centers-for-students/office-of-the-ombudsman-fsa

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Tune in for student loan tips and tricks from Robert Farrington of The College Investor!

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Join The April Challenge!

Contact the Student Loan Ombudsman

The College Investor

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Tune in for a sneak peek at The #30MoneyMoves Challenge!

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In this episode we cover the training and education process for a CFP® professional, and how we at New Money New Problems use that training to bring value to our clients!

AND ALSO ...

Sign up with other members of our community to take The #30MoneyMoves Challenge starting April 1st!

Participants can use the link below to sign up for the group, and also the permanent link if they'd like to take the challenge solo or at another date!

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April sign-up for The #30MoneyMoves Challenge

Permanent link for The #30MoneyMoves Challenge

The CFP Board

The Financial Planning Process

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Tune in as we cover one of two ways you can access the equity in your home without selling: a cash out refinance!

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HELOC vs. Cash out example

Debt amortization calculator

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Fiduciary is a buzzword people use when talking about financial advisors.

But what does the term even mean? And should you never receive advice from someone who isn't a fiduciary?

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Forbes Fiduciary Advisor Article

Fee-based vs. Fee-only Advisors

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In this episode, we break down the details of Home Equity Lines of Credit, or HELOCs.

Tune in to find out how they work, when they're useful, and when to avoid them!

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Schedule A

2023 Tax Tables

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In this episode we talk about the three types of financial advisors, and why knowing how each of them are paid can give you clues into what to expect from the relationship.

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FINRA BrokerCheck

SEC Advisor Database

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In this episode, we cover how big the tax benefits of home ownership really are, and why many homeowners choose to not even use them!

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Mortgage Amortization Calculator

2023 Tax Tables

Whiteboard Example

Schedule A

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In this episode, we talk about the newest TikTok trend in personal finance: LOUD budgeting!

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Loud Budgeting 101
Loud Budgeting Instructions

Peer Money Pressure Statistics

More Peer Money Stats

Why Minority Millennials Can't Get Ahead

Sandwich Generation Statistics

Financially Supporting Adult Children

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In this episode we cover 4 ways your health impacts your wealth, and Juice & Toya share tips on how to improve our fitness and nutrition in 2024!

EPISODE RESOURCES

Sample Life Insurance Quote

Juice & Toya YouTube Channel

Juice & Toya App

Juice & Toya Podcast

JUICE & TOYA'S FAVORITE WORKOUTS

30 Minute Dumbbell Strength

45 Minute Strength & Conditioning

20 Minute Cardio-HIIT [No Equipment]

20 Minute Step To The Beat Workout

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YouTube's favorite fitness gurus, Juice & Toya, share how their early experiences with money shaped their perspective as they've grown from filming videos with an old camera and laptop to over 1 million subscribers.

EPISODE RESOURCES

Juice & Toya YouTube Channel

Juice & Toya App

Juice & Toya Podcast

JUICE & TOYA'S FAVORITE WORKOUTS

30 Minute Dumbbell Strength

45 Minute Strength & Conditioning

20 Minute Cardio-HIIT [No Equipment]

20 Minute Step To The Beat Workout

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Mint.com, an app beloved by the finance community, is shutting it's doors.

In this episode we discuss alternatives to Mint, and why financial tracking websites are important to accomplishing your money goals!

EPISODE RESOURCES

CNET Reviews

TIME Reviews

New York Times Reviews

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The IDR Waiver has been extended!

In this episode we cover why certain borrowers should consolidate ... even if they DON'T have to.

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Waiver Extension Details

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A look back at some of our favorite moments in 2023

FEATURED EPISODES

The Fordjour Brother's Money Story

My (and my parents') Money Story

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Marcus Henderson's Money Story

My Wife's Money Story

See you in 2024!

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In this episode, we talk about how to decide whether the financial life you're building ... is the one you actually want.

EPISODE RESOURCES

RSVP for the Financial Literacy Symposium

Cashing Out

FIRE Strategies

CNBC Happiness Article

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Stay tuned for an email on how to win a copy of Julien and Kiersten's book, Cashing Out: Win The Wealth Game By Walking Away!

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In this episode, Steven Jarvis of Retirement Tax Services shares tax strategies and busts tax myths!

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Retirement Tax Services

The Retirement Tax Podcast

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Join us as we share some end of the year tips to maximize your federal student loans!

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Join us as we share five important money conversations you should have before the year ends!

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In this video we're joined by Kevin Matthews of Building Bread, who shares some best practices for investors looking to learn about investments and build a DIY portfolio.

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Building Bread

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In this episode we meet Kevin Matthews II, founder of Building Bread, and talk about his journey from HBCU grad, to teacher, to financial advisor, to financial educator.

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Building Bread

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Tune in to hear about the Mega Backdoor Roth conversion and its (potential) benefits for high income-earning super savers!

EPISODE RESOURCES

After-tax vs Roth article

2023 tax tables and contribution limits

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Check out this episode where we cover 5 employee benefits high income earners can use to improve their cashflow, taxes and investments!

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After-tax vs Roth article

2023 tax tables and contribution limits

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Reverse discrimination is a phenomenon where employees earn TOO MUCH money to take advantage of their employee benefits.

In this episode, we cover 5 ways reverse discrimination could impact your finances

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2023 Tax Tables and Retirement Plans

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Check out the many ways you can benefit from two underused employee perks: Flex Spending Accounts and Dependent Care FSAs!

EPISODE RESOURCES

Flex Spending Account Uses

Dependent Care FSA Uses

Target FSA Store

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As open enrollment approaches, we take a deep dive into an employee benefit with many hidden perks: a Health Savings Account

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Eligible HSA Expenses

Target HSA Store

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In this episode we tell the money story of a beautiful couple: founding pastor of Nashville Life Church, Pastor Alvin Love, and his lovely wife, the most decorated gospel singer of all time: 15 time Grammy Winner CeCe Winans.

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Set your notifications for Monday!

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As Life Insurance Awareness Month comes to a close, we give you some tips on how to calculate your life insurance need!

EPISODE RESOURCES

Life Insurance Needs Calculator

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In this episode we tell the money story of the Fordjour Brothers, Ike and Ricky.

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September is Life Insurance Awareness Month, and in honor of that, here are 10 truths about life insurance you need to know!

EPISODE RESOURCES

Life Insurance Needs Calculator

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What happens if you can't (or won't) make your student loan payments in October?

In this episode, we share a replay of The Escape Student Loan Debt podcast which covers a temporary program designed to give credit relief to borrowers who can't make payments.

EPISODE RESOURCES

On-ramp program details

Student Loan Delinquency and Default

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Securities and Investment Advisory Services offered through Osaic, Inc., Member FINRA, SIPC. Osaic, Inc. is separately owned and other entities and/or marketing names, or services referenced here are independent of Osaic, Inc.

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When you owe multiple debts you can't pay off in a short period, finding small ways to restructure them can save you thousands over time.

Join us as we cover 5 ways to restructure everything from mortgages to credit cards!

EPISODE RESOURCES

Biweekly mortgage savings calculator

Private student loan marketplace

Balance Transfer Cards Reviewed

Personal Loans Reviewed

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When you have multiple debts, it can be a struggle to figure out which debt to pay off first.

In this episode, we cover the different considerations that come into play when forming a debt repayment strategy.

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In this episode, I talk to a few friends about the hidden guilt we can feel when paying for services like household cleaners, laundry services and even grocery delivery.

If you thought you were alone in having this feeling, take a listen!

EPISODE RESOURCES
Super Money Kids (Courtney Hale)

Isaac Addae

Black Boy Fly

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Recently, a post went viral about Blue Ivy getting paid to dance for Beyonce, and somehow flipping that payment into $6 million of TAX-FREE dollars. A few friends sent it to me asking if it was a legitimate and legal strategy.

Check out this preview of our episode of The New Money New Problems Podcast, where we cover how it’s not just possible to treat your child like Blue Ivy, but how the $6 million dollar estimate … might be conservative

EPISODE RESOURCES

Original Social Media Post

Standard Deduction 101

S&P 500 Historical Returns Calculator

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With student loan interest and payments set to resume, in this episode we cover steps you need to take to make sure your loan strategy is in tip-top shape.

EPISODE RESOURCES

Student Aid Website

How to Download Your NSLDS Data File

Direct Consolidation Loan Application

How Student Loan Interest Works

The History of Student Loans Part 1 and Part 2

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The Fed just raised interest rates to their highest levels in over 20 years ...

But ... what does that even mean? 

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One of the best things to do for your investments is to get out of the way and let automation do your work for you.

In this episode, we walk through six easy steps you can take to increase automation and decrease human error.

EPISODE RESOURCES

Top High Yield Savings Accounts

Top Roundup Savings and Investment Tools

Investment Rebalancing 101

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Marcus Henderson has built a firm and a successful 30 year career in financial services, in spite of serving a clientele most advisors wouldn't think of pursuing.

In this episode, we talk about the influence his parents, his church, and even his choice of clothes have had on his life.

EPISODE RESOURCES

More About Marcus

The Strangest Secret

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The Supreme Court just struck down the Biden Student Loan Forgiveness Program!

In this episode, we talk about why the rationale used to cancel the program is a key indicator of what's next for student loans, and how it impacts your student loan journey.

And if you haven't already, join our email list to stay up to date on new episodes and upcoming events at newmoneynewproblems.com/podcast! 

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While you've heard that investment advisers charge a fee to manage your investments, you might not know what the fee actually covers.

In this episode, we cover the different types of fees investment advisers charge, when they're worth paying, and when alternatives like index funds or robo-advisers may be all you need. 

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Robo advisors help investors have access to professional investment management at a fraction of the cost.

Tune into this episode to hear more about how these advisors work and when they're appropriate for a portfolio.

EPISODE RESOURCES

Robo Advisor 101

Modern Portfolio Theory 101

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Accredited investors have access to a pool of investments and opportunities not available to the general public ... and you may already be considered one yourself!

Check out this episode where we cover what it means to be accredited, potential changes coming to the definition of an accredited investor, and what it all means for you.

EPISODE RESOURCES

Accredited Investor Defined

Accredited Investor Legislation 

Accredited Investor Exam

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Direct Indexing is a new investment style that blends characteristics of index and ETF investing with that of investment management.

In this episode, we break down how direct indexing works, and cover the potential benefits to a high income investor.

EPISODE RESOURCES

Direct Indexing 101

S&P 500 Weighting Article

S&P 500 Annual Returns

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Using tools like nonqualified investments can help young high income-earners generate wealth ... and taxes.

In this episode we talk about taxes impact investments like mutual funds, ETFs and index funds, and share why you might shy away from holding one of them in your portfolio.

EPISODE RESOURCES

Mutual Fund Tax Dangers

Index Funds vs. ETFs

ETF Tax Efficiency Explained

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There are 5 upcoming dates that are crucial for federal student loan borrowers. 

In this episode, we tell you what they are and how to benefit from them in your student loan journey

EPISODE RESOURCES

Income Driven Repayment Waiver 

How to Review Your Student Loan History

IDR Plans Part 1 and Part 2

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In this episode, we're joined by Courtney Hale. Courtney wears many hats: he's a CEO of a successful business, Super Money Kids. A property owner, and a "hope dealer". He is also a son, a father, and a widower, who has been through his fair share of hardship. Join us as we hear his story.

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Super Money Kids

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For long-term investors, years where the stock market goes down can represent an opportunity, not an obstacale. In this episode, we prove it to you

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An investor's risk tolerance is their appetite for losing money in an investment without feeling a need to make a change.

But should your risk tolerance be the same for every investment you have?

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Leaving Your Legacy Webinar Registration

Accredited Investor Definition

Risk Tolerance Questionnaire 

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If you've thought about investing on your own, you've heard someone say that all you need to do is put your money in the S&P 500? But what is this index? How does it work? And is it actually the right place for EVERYONE to invest their money?

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Investors regularly try to time the market, believing they know the perfect time to enter into or exit out of investments.

In this episode, we discuss Dollar Cost Averaging, a method that uses consistency to (hopefully) take some of the human error out of the investing process.

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Lump sum vs. Dollar Cost Averaging article 

Auto-enrollment research 

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The Pyramid of Investments helps categorize how people should build their finances based on levels of risk.

In this episode, we break down each level of the pyramid and how certain investments are utilized - positively and negatively - by high income earners establishing their portfolios.

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Pyramid of Investments Article

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Having a high income is the goal, but it CAN lead to some tax consequences that impact the rest of your finances!

Join us as we cover 5 key financial areas where the numbers on your tax return can dictate what you can and can't do with your money.

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2023 Tax Guidelines

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Each tax filing year, married couples can decide to file their taxes Married Filing Jointly, or Married Filing Separately.

In this episode, we talk about some of the pros and cons of each filing strategy, and give examples of scenarios where it might make financial and legal sense to file apart.

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2022 Federal Tax Brackets 

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The 2022 Tax Year has a number of major changes that could radically alter the refunds you expect to receive ... or the amount you expect to pay in federal income taxes.

In this episode, we cover these changes in detail, along with 5 red flags from your tax return that could increase your chances of an IRS audit!

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CNBC Red Flags Article

2022 Form 1040

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Last week, we witnessed the 2nd and 3rd largest bank collapses in US history!

In this episode we cover how a series of economic forces led to the demise of these two banks, how many people were affected without even knowing it, and the impact it could have on you moving forward.

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Silicon Valley Bank expose

Bonds 101

FDIC Insurance Details

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There's often a lot of confusion when people hear tax terms thrown out like deductions, credits, Adjusted Gross Income and more.

In the lead up to the tax filing deadline, we give you a breakdown of how the federal tax system actually works, so you have the tools you need to know to make it work for you!

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2022 Federal Tax Brackets 

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Every February 1st, there's a little known holiday that raises the awareness of state websites dedicated to finding your lost money: Unclaimed Property Day!

Tune in to this episode to find out what Unclaimed Property is, why you might have some, and how to retrieve it!

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Unclaimed Property Article

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529 accounts can be wonderful tools ... if you're financially prepared to contribute to them. In this episode, we discuss various features of 529s, and how to determine whether they're the right tool for your children's education savings.

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Business Insider article

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The passage of SECURE Act 2.0 has seen many news outlets writing articles stating that you can now roll unused 529 dollars into a Roth IRA.

But how likely are you to actually benefit from this strategy? In this episode, we find out ...

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CNBC Roth IRA/529 Article

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The passage of SECURE Act 2.0 will see some radical changes to retirement savings, student loans and even allow employers to help employees establish an emergency fund.

Tune in as we cover some of the key changes you'll see in the coming years!

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SECURE Act 2.0 Article

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In our previous episode, we covered why Net Worth isn't always the most effective tool for measuring wealth amongst younger generations.

In this episode, we discuss other financial questions you can ask to make sure you're progressing financially year to year.

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30MoneyMovesChallenge

Gap Finder Assessment 

Liquid Net Worth Article

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For years, a person's net worth has been seen as THE indicator of budding wealth.

But in today's economic landscape, is net worth the best way to gauge your financial progress? Join us to find out.

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Forbes Net Worth Article 

Student Loan Debt Statistics 

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The end of January often means the end of our well-intended attempts at keeping New Year's resolutions.

Join us as we talk about how to set money resolutions that actually stick, and how to change your finances without changing who you are.

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Subscription Tracking Services

30 Money Moves Challenge

Hourly Rate Calculator

Resources to learn new skills

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One of the most difficult things you can do in a marriage, is figure out how to best manage money together. Now that you know my money story, tune in for the story of the other person with whom I manage money: my wife! And if you haven't already, join our email list to stay up to date on new episodes and upcoming events at newmoneynewproblems.com/podcast!

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For most people, if they even invest in the stock market, they only do so through their employer's 401(k) or 403(b) plan.

Join us as we cover the ins and outs of how to open your own investment vehicle called a nonqualified brokerage account!

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Keeping too much in cash can end up hurting you more than helping you financially.

Tune into our new episode and hear how to evaluate different options for what to do with your money after meeting your emergency savings goals.

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In the continuation on our series on savings, we discuss the factors that influence how much you should keep in your emergency fund!

Join us as we discuss what questions you should ask yourself before deciding how much savings is enough, and the downside of keeping too much in cash!

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Whether it's increased expenses, mindless spending or more, high income earners can still find themselves in tight financial straits.

Check out the episode for tips on how to optimize problematic debts as you pull yourself out of the hole and move towards a healthy financial foundation!

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3 Ways to Pay Down Credit Card Debt 

CNBC Paycheck to Paycheck Article 

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Whether it's increased expenses, mindless spending or more, high income earners can still find themselves in tight financial straits.

Check out the episode for tips on how to pull yourself out of the hole and move towards a healthy financial foundation!

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CNBC Paycheck to Paycheck Article 

LendingClub Report

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Securities and Investment Advisory Services offered through Royal Alliance Associates, Inc., Member FINRA, SIPC. Royal Alliance Associates, Inc. is separately owned and other entities and/or marketing names, products or services referenced here are independent of Royal Alliance Associates, Inc.

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It's easy to watch and read stories in financial media that lead you to believe you'll always be behind the eight ball when it comes to the amount you have saved in retirement.

In this episode, we'll tell you how many of the assumptions made by these organizations are woefully outta step with the way people actually live their lives, and why you should never be discouraged by how much or how little you have saved at any age.

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JP Morgan Retirement Insights

The 4% Rule, Explained

CNBC Retirement Savings Checkpoints article

Forbes Peak Earnings Years Article

Investment Calculator

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For our first #MyMoneyStory, I figured I would tell you ... MY money story! Well, really, my parents' story.

And I invited them to join me, so you can hear all about who and what shaped the way I am with money.

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Mind Over Money Book

Money Disorder Assessment

New Money New Problems Gap Finder

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Join us for our first #AskTheExpert interview with Dr. Ted Klontz, author of Mind Over Money, who shares how to break out of financial comfort zones and recognize triggers to self-defeating money habits.

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Mind Over Money Book

Money Disorder Assessment

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Studies have shown that a significant portion of our thoughts about money are formed before we're 10 years old.

Join us as we talk about common money disorders that impact high income-earners on their journey to wealth creation!

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Mind Over Money Book

Money Disorder Assessment

Childhood Financial Trauma Article (CNN)

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Join us for the premiere of the New Money New Problems Podcast! In this introductory episode, we'll share more about the why, the what and the how of this podcast. Tune in to learn who it's for, what it's about, what the format is, and what you can expect from us moving forward! 

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Website

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Negotiating compensation. Purchasing your first investment property. Helping your family with money. The highs and lows of entrepreneurship. New money leads to new problems that require new solutions. The NEW MONEY NEW PROBLEMS PODCAST tackles the financial topics our listeners are navigating for the first time, providing the expertise, interviews and resources for them to do so successfully.