This week, we’re revisiting one of our favorite episodes and reconnecting with old friends for an update.

Rebecca Danigelis never planned to stop working. She was an executive housekeeper in Boston raising two kids as a single mom, and everything she earned went to making sure they got the best education she could afford. When her son Sian-Pierre was climbing the ranks as a journalist and entrepreneur, it seemed like all the overtime, frozen dinners and sacrifice were worth it. But just as his career was taking off, hers started to crumble.

We first aired this episode in 2022, and now Reema checks in with Rebecca and Sian-Pierre to see how their financial situation has unfolded.

If you liked this episode, share it with a friend. And to get even more Uncomfortable,  subscribe to our newsletter!