Rebecca Herbst reached financial independence at age 32 during the tenuous early days of the pandemic, and volunteered shortly thereafter to be furloughed from her job in commercial real estate—and so began her (extremely) early retirement.
But spending her days exactly as she wanted featured an unexpected side effect: guilt. What do you owe to others when ... Show More
Dec 2025
Curtain Call: All Stars Return to Talk Financial Independence, Fear, and Growth
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
1h 52m
Dec 2025
Why We Judge Women’s Spending, What We Hide, & What We’re Afraid to Admit
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
56m 3s
Dec 2025
How to End Low Wage Work—Forever
How do you solve a problem like the disconnect between “wages employers are willing to pay” and “wages employees need to survive”? If you’re my guest this week, the answer is: a wage subsidy. Today on the show, I speak with Ben Glasner, an economist with a PhD in public policy an ... Show More
1h 18m
Oct 2022
341: Money with Katie’s Middle-Class Myths and The Great Roth vs. 401K Debate
Katie Gatti Tassin from Money with Katie had her “financial awakening” earlier than most. She saw the middle-class wealth trap of working, spending, and repeating for what it really was. This cash-gobbling cycle is one that many Americans fall into, but once you see the light, it ... Show More
1h 1m