113: $50K Teacher Salary → 800+ Rental Units: How He Did It
Ever wonder how someone with a full-time job builds serious wealth on the side? In this episode, we meet Ray Tran, a Brooklyn-based middle school teacher who has built a real estate portfolio of 583 units—all while still teaching financial literacy. We dive into: The mindset shift that led Ray from saving to investingHow he started with just one property and scaled upThe truth about passive income (and what most people get wrong)How he teaches financial literacy to middle schoolers and adults...
5 Nov 51min
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
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
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
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
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
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
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
