285. Why You Stay Stuck in Jobs, Relationships, and Financial Patterns That Aren’t Working with Simone Stolzoff
Financial Feminist
Her First $100K
4.7 • 6.6K Ratings
🗓️ 12 May 2026
⏱️ 61 minutes
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| 0:00.0 | We just got done recording today's episode. It was one of the most powerful conversations we've had on this show. And as you can tell, if you're watching on YouTube, this episode deeply moved me. And I think it'll deeply move you too. Today we are talking about uncertainty. And this is uncertainty that makes us deeply uncomfortable as humans. It's uncertainty about the worlds and politics and the economy. |
| 0:23.0 | It's uncertainty about our relationships. |
| 0:25.8 | It's uncertainty about not knowing if we are on the right path. |
| 0:29.2 | Today's guest is a repeat guest, and we loved him so much we brought him back on the show. |
| 0:33.5 | Simone Stolsoff is an author and journalist who has spent his career asking the questions no one wants to sit with. |
| 0:39.7 | He's the author of two books, The Good Enough Job, which we talked about the first time he was on this show. |
| 0:44.0 | It is the number one work-life balance bestseller that's been translated into over a dozen languages. |
| 0:50.1 | But we're here to talk about his new book, How to Not Know. |
| 0:52.9 | Right off the top, I will give you |
| 0:54.5 | a content warning that we do discuss loss and miscarriage in this episode. But this is an |
| 1:01.0 | episode you will want to listen to again and again and send to people in your life to talk about |
| 1:05.0 | too. All right, I've blubbered enough. Let's get into it. |
| 1:13.2 | But first, a word from our sponsors. |
| 1:15.7 | This podcast is sponsored by Squarespace. |
| 1:20.1 | When my partner was launching his business last year, I was like, great, you need a Squarespace website. |
| 1:21.0 | That was the first thing we did was sign up for Squarespace. |
| 1:23.3 | And we signed up on Friday using my code. |
| 1:27.0 | And by Monday, he had a brand new website and was |
| 1:29.6 | already making money. Yes, really. He used their cutting edge design tools to design a perfectly |
| 1:34.7 | navigable website, that's a word, and the ability to offer services right within Squarespace, |
| 1:39.9 | so he was not using a third-party platform. And with the analytics tools in the back end, |
| 1:43.6 | we could see exactly where people were coming from |
... |
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