New Money New Problems Podcast

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.

  1. Equity Compensation 101 | BLACK WITH EQUITY WEBINAR SNIPPET

    MAR 6

    Equity Compensation 101 | BLACK WITH EQUITY WEBINAR SNIPPET

    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 Support the show

    31 min
  2. FEB 27

    rich & REGULAR's Money Story

    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 Support the show

    55 min
  3. Third Thursdays | Is the S&P 500 Right For Everyone?

    FEB 20

    Third Thursdays | Is the S&P 500 Right For Everyone?

    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 Support the show

    26 min
5
out of 5
44 Ratings

About

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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