The Sugar Daddy Podcast

The Sugar Daddy Podcast

Ready to normalize talking about money? Then welcome to The Sugar Daddy Podcast. Every episode will get you one step closer to your financial goals. Whether that is learning how to invest, budget, save, retire early or talk about money with your partner, Jess & Brandon have you covered in a way that's easy to understand, and easy to implement. Tune in as they demystify the realm of dollars, so it all makes cents, while giving you a glimpse into their relationship with money and each other.

Brandon is an award-winning, licensed financial planner, and owner of Oak City Financial, with over a decade of experience and millions of dollars managed for his clients all over the United States.

New episodes published every Wednesday.

Episoder(125)

112: Broke, Divorced & a $1,200 Stimulus Check — to Multi‑Million Dollar Business

112: Broke, Divorced & a $1,200 Stimulus Check — to Multi‑Million Dollar Business

What would you do with a $1,200 stimulus check? In 2020, Ellie was broke, newly divorced, and raising four kids out of her mom’s house, when she made one powerful decision — to invest her $1200 stimulus check into herself. Fast forward: she’s built a multi-million dollar business empire, helped 60,000+ women, and started a new life in Senegal, where she’s continuing her entrepreneurial journey as a cafe and co-working space owner and real estate investor. In this episode, we dive into: ...

29 Okt 50min

111: Most People Blow Inheritance Money — Here’s the 5-Step Fix

111: Most People Blow Inheritance Money — Here’s the 5-Step Fix

Most people blow through inheritance money in just a few months. In this episode, Jessica and Brandon break down the 5-step plan to make sure a $50K windfall actually improves your life, instead of disappearing into lifestyle creep, bad investments, or impulsive spending. ✅ What to do in the first 90 days ✅ How to protect and grow sudden money ✅ Why most people get windfalls wrong ✅ Common traps with taxes, family, and fake friends Whether you inherited $50K, got a surprise bonus, or won big...

22 Okt 29min

110: How to Maximize Your Employee Benefits When Premiums Keep Rising

110: How to Maximize Your Employee Benefits When Premiums Keep Rising

Health insurance costs are climbing, and this year’s open enrollment feels tougher than ever. Premiums are up, deductibles are higher, and plans seem designed to confuse you. In this episode, Jess and Brandon walk through how to actually compare your options by looking at total yearly cost, not just the monthly premium. You’ll learn how to plan for high-cost years with surgeries or pregnancies versus lower-cost preventive years, and how to understand how network changes, prescriptions, ...

15 Okt 44min

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...

8 Okt 1h 1min

108: Which IRA Is Best for You? Roth vs Traditional Explained Simply

108: Which IRA Is Best for You? Roth vs Traditional Explained Simply

Confused about Roth vs Traditional IRAs? You're not alone. In this episode, Jess and Brandon break down the pros, cons, and real-world impact of choosing a Roth IRA versus a Traditional IRA for your retirement game plan. Learn how taxes, income levels, and long-term growth factor into the decision, and why the right choice could save you thousands down the road. We cover: – How Roth and Traditional IRAs actually work – Which one fits different income brackets – Tax implications now vs late...

1 Okt 36min

107: Avoid Money Drama: How Early Should Finances Come Up in Dating

107: Avoid Money Drama: How Early Should Finances Come Up in Dating

In this episode, Jessica and Brandon dive into a tricky but essential question: How soon should you bring up money when you're dating? They unpack why money often feels taboo, share tips to start the conversation without tension, and explore real‐life stories about financial expectations, backgrounds, and values. Whether you're in your 20s, 30s, or beyond, you’ll get tools to help you be curious, open, and intentional in your relationships. What You’ll Learn: How early is “too early” vs. “too...

24 Sep 31min

106: Your Six Month Money Makeover

106: Your Six Month Money Makeover

What If You Could Completely Transform Your Finances in Just 180 Days? Forget overnight success stories and overwhelming budgets, this episode is about real, lasting change. Jess and Brandon are breaking down a six-month financial reset plan that shows you exactly how to take control of your money, no matter where you're starting. They’ll walk you through: The first step everyone skips (but shouldn't): Getting crystal clear on where your money is goingThe tools that simplify your entire...

17 Sep 34min

105: Investing Made Simple with Chloé Daniels

105: Investing Made Simple with Chloé Daniels

Feel like investing is only for finance bros and math nerds? You’re not alone and this episode is about to change that. This week, Jess and Brandon are joined by Chloé Daniels, the powerhouse behind Clo Bare Money, who’s helped over 300,000 people ditch financial fear and start investing the lazy way. Chloe’s journey is all-too-relatable: from believing “girls are bad with money” to loaning a now ex $50K, she’s made the mistakes so you don’t have to. She breaks down investing in a way that ac...

10 Sep 1h 1min

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