Sunnie (29) and Jazmyne (30) are a queer couple trying to build their life together—buy a house, bring a child into their family, and create long-term financial security. But with just one primary income and a major surgery planned for next year, every decision feels high stakes.
They earn a combined $180,000 and just bought their first home; but between ri ... Show More
Apr 28
258. "We had $900K. Now we’re $100K in debt"
Ramit Sethi of I Will Teach You To Be Rich talks to Kristina and Erin, a married couple who have been together for 10 years, raising two children in Toronto. They make good money, but they have no system for their finances, which has led to years of avoidance. They've accumulated ... Show More
1h 33m
Apr 21
257. "We really want a house - but have $0 in savings"
Molly and Jason are 45 and 46, living together with a 2-year-old daughter. They earn $142,000 a year combined. They have $0 in savings, $46,000 in debt, and a net worth of just $4,842. They dream of buying a house, investing in real estate, and retiring early. But when Ramit open ... Show More
1h 49m
Apr 14
256. "We moved abroad for fun. Now we can’t afford to leave"
Liza and Bradford earn $120,000 a year as expats in Colombia, South America. They have three kids, $273,000 in net worth, and by the standards of expat life, they live well. But they have $1,500 in savings, no savings rate, and a line of credit they treat like a rainy day fund. A ... Show More
1h 53m
Aug 2025
250. How Much Money Do I Need to Feel Safe?
I asked our audience one simple question: How much money would you need to feel rich? What I didn’t expect was a tidal wave of answers that weren’t just about income—they were about identity, survival, trauma, and the deep psychology of money. In this episode, I’m digging into th ... Show More
29m 43s
Sep 2025
255. I Bought a House! What It’s Really Like to Buy Your First Home Solo
I’ve been that multi-millionaire who rents, proudly defending why homeownership wasn’t the right choice for me—until now. At 31, I bought my first house, and in this episode, I’m sharing everything I learned along the way: the emotional rollercoaster of finding “the one,” the fin ... Show More
51m 27s
Feb 2025
Ask HTM - Birth Now Pay Later, Forcing Home Equity with a Basement Build, & Saving vs Paying Credit Cards #946
Let’s dive into the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guid ... Show More
54m 2s
Sep 2025
256. The #1 Money Mistake Couples Make (and How to Avoid It!) Tori's Episode of Here Comes the Drama with Christa Innis
When it comes to love, weddings, and money — things can get messy. In this special episode, we’re re-releasing a conversation I had on the Here Comes the Drama podcast with Christa Innis, to talk about one of the most common (and costly) mistakes couples make: avoiding real conve ... Show More
55m 13s
Apr 2025
228. The Most Important Financial Decision You'll Ever Make (That NO ONE Talks About)
We spend so much time stressing over budgets, investments, credit scores—basically, all the numbers. But what if I told you the biggest financial decision you’ll ever make isn’t about money at all? In today’s episode, I’m getting real about the one life choice that will shape eve ... Show More
46m 56s
Jan 2025
3.25M Q&A - Marriage Plans, Beautiful Women & Chris Bumstead - #896
I hit 3.25 million Subscribers on YouTube!! To celebrate, I asked for questions from YouTube, Twitter and Instagram, so here’s another 90ish minutes of me trying to answer as many as possible. Expect to learn my thoughts on the Fin vs The Internet episode, what my favorite band I ... Show More
1h 41m
