Optimizing Early Retirement for Couples on Di...

Well, here we are—for the last time, for now. A couple weeks ago, I wrote an end-of-year letter that functioned like a little “status update” on how I’m feeling moving into 2026. In this episode, I invite back five of my favorite guests for their own check-ins. We talk about: Wha ...  Show more

Today’s guest won’t surprise you if you read the introduction to Rich Girl Nation, which recollected the 2018 event that made me think personal finance might not be solely for people with brown bananas and pocket protectors. Lindsey Stanberry, founding editor of Refinery29’s Mone ...  Show more

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

Cinderella is such an absurd story! Seriously, when you stop and think- it’s pretty messed up: a prince dances with a girl he’s never met before for one night, and then he sends his goons around town to find her so they can get married. There’s a reason you go on dates for at lea ...  Show more

You asked, and we answered! In this special replay episode, I answer voicemail questions from the podcast community and Stock Market School, including questions about investing, retirement planning, and the notorious pitfalls of certain financial institutions. From navigating the ...  Show more

Divorce can be one of the most emotionally and financially challenging experiences of a person’s life. And yet––so many of us walk into marriage without truly understanding the financial implications of merging (and potentially untangling) our lives. In this episode, I sit down w ...  Show more