New Money New Problems Podcast

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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