On Mitigating Financial Risk, Monopolies, & the Power Dynamics of "Speaking Up"

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:

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 Money Diaries turned media entrepreneur, joins me for the penultimate episode to talk about:

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.

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.

Since I spent last week’s episode detailing the thrilling ins and outs of making your own 2026 financial plan for wealth-maxxing, today I’m taking a hard left turn and interviewing Andrew Hartman, a history professor and the author of Karl Marx in America, a 500-page tome about which he says, and here I quote directly, “My father-in-law told me that he likes the book even though he still doesn’t like Marx.” We talked about: