109: Six-Figure Debt to Seven- Figure Wealth with Ange Matthews

109: Six-Figure Debt to Seven- Figure Wealth with Ange Matthews

In this powerful episode, Jess and Brandon sit down with Ange Matthews, a first-generation investor and founder of The Happy Happy Method, who went from making $40K a year and battling six-figure debt to building seven-figure passive wealth. No trust fund, no finance degree, just side hustles, value investing, and mindset shifts that changed everything. You’ll learn: How Ange invested while still in debt, and why she doesn’t believe in being debt-free before building wealthWhat the 2008 crash...

Jaksot(125)

88: How Financial Advisors Help With Real Life—Not Just Your Portfolio

88: How Financial Advisors Help With Real Life—Not Just Your Portfolio

Think financial advisors just pick stocks? Think again. In this episode, Jess and Brandon unpack what really makes an advisor invaluable—hint: it’s not yelling into phones like Wolf of Wall Street. From planning maternity leave and budgeting for braces to navigating tough talks with aging parents, great advisors help you make money decisions that align with your life, not just your portfolio. And sometimes? Their job is reminding you it’s okay to spend the money you’ve saved. If you want peac...

14 Touko 20min

87: Why Waiting to Invest Is Keeping You Broke

87: Why Waiting to Invest Is Keeping You Broke

Think you need to be debt-free or have a fat savings account before you invest? That myth is keeping you broke. In this episode, Jess and Brandon break down why starting now—even with just $5—is more powerful than waiting for the "perfect" moment. They call out outdated advice that tells you to wait, and show you how to grow wealth while paying off debt. You’ll learn why index funds are your low-risk, high-impact secret weapon, and exactly how to start investing—even if you're overwhelmed or ...

7 Touko 32min

86: Rethinking Your 6 Month Emergency Fund

86: Rethinking Your 6 Month Emergency Fund

Layoffs, inflation, and rising costs are rewriting the rules of emergency savings. In this episode, Jess & Brandon break down why the old "3-month cushion" no longer cuts it—and what you actually need instead. You’ll learn: Why experts now recommend a 12-month emergency fundHow to separate wants vs. needs when calculating your savings targetWhy investments ≠ emergency savings (and what to do instead)5 practical strategies to build your fund faster—without burnoutHow to turn a daunting goa...

30 Huhti 29min

85: Building a Seven-Figure Hands Off Business with Trina Julian

85: Building a Seven-Figure Hands Off Business with Trina Julian

What do free lunch money, a horse, and a seven-figure landscaping company have in common? Trina Julian. In this episode, Jess and Brandon dive into how Trina built Country Girl Gardens from a $10K side hustle into a seven-figure business—all with one goal in mind: freedom. From day one, she designed her company to run without her, documenting every process, system, and role. So when a horseback riding accident sidelined her, the business kept thriving—thanks to her standard operating procedur...

23 Huhti 58min

84: Six Figures and Still Struggling: The $250K Middle Class Trap

84: Six Figures and Still Struggling: The $250K Middle Class Trap

Money that once supported entire families now barely covers daycare costs, leaving many six-figure earners wondering: Is $250,000 the new middle class? Jess and Brandon are tackling this financial reality shift head-on, exploring why high incomes don't stretch as far as they used to. Ready to break free from the high-income trap? Tune in for an honest conversation about navigating today's complex financial landscape and what you can do to stretch your dollar Visit prenups.com/sugardadd...

16 Huhti 33min

83: How to Handle Money with Kia Commodore

83: How to Handle Money with Kia Commodore

In this episode, you’ll get to meet Kia Commodore, the 26-year-old financial literacy powerhouse who's changing how young people in the UK think about money. As founder of Pennies to Pounds and author of "How to Handle Money" (HarperCollins), Kia is tackling a startling reality: the average financial literacy age in the UK is just nine years old. Join Jess and Brandon as they discuss Kia's journey from early money lessons, to running her first business and the lessons in between that helped s...

9 Huhti 47min

82: How to Make Your Kids Millionaires

82: How to Make Your Kids Millionaires

In this episode, Jess and Brandon dive into strategies to build significant wealth for your children through early and consistent investing, leveraging the incredible power of compound interest. In this episode we discuss: • Educational accounts like 529 plans • Custodial investment accounts (UTMAs) • Custodial Roth IRAs • How business owners can employ their children for tax advantages Visit prenups.com/sugardaddy to learn more about fair prenups that help couples plan for a healt...

2 Huhti 35min

REWIND: How Your Income Actually Gets Taxed

REWIND: How Your Income Actually Gets Taxed

In this episode, Brandon and Jess break down the mechanics of tax brackets and discuss how the progressive tax system is widely misunderstood, often leading to make costly financial mistakes. If you've ever worried about taking a raise because it’s going to push you into a "higher tax bracket" or assumed your entire income gets taxed at your highest rate, then this conversation will transform your understanding of how taxation actually works. Whether you're early in your career or an establis...

26 Maalis 12min

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