Class is back in session! In this special ‘Study Hall’ episode, I’m breaking down one of the biggest decisions you’ll ever make––home buying. We’ve packed this episode with some of our best conversations on renting vs. buying—including insights from Ramit Sethi, Kate Wood from NerdWallet, and Redfin’s Chief Economist Daryl Fairweather. Whether you’re trying ... Show More
Mar 3
276. Get Your Dream Job (And More Money) in 2026 with Claire Wasserman
If you want to land a job you actually love and make more money in 2026, this episode is one you’ll come back to again and again. I’m joined by Claire Wasserman––bestselling author, founder of Ladies Get Paid, and one of the smartest people I know when it comes to navigating the ... Show More
55m 10s
Feb 24
275. Roadmap to Quitting Your Job and Building a Business in 2026 with Sam Vander Wielen
If you’re thinking about quitting your job in 2026 and finally starting your own business, this episode is your practical roadmap. I’m joined by lawyer-turned-entrepreneur Sam Vander Wielen, who left corporate law with multi-six-figure student loans, built a multi-seven-figure di ... Show More
50m 50s
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