When Sonia Delgado divorced her husband after 30 years of a bad marriage, she thought she’d finally seized financial freedom. She’d no longer have to go along with her ex’s money decisions, which had landed them in chronic debt and insecurity. But when she learned she would have to pay him alimony for the rest of her life, it was as though the divorce had tethered her, once and for all, to everything she wanted to leave behind. If you liked this episode, share it with a friend. And to get even more Uncomfortable, subscribe to our newsletter. Each Friday you’ll get a note from Reema, Uncomfortable videos and some recs from the team. If you missed it, here’s the latest issue. “This Is Uncomfortable” is Reema Khrais, Donna Tam, Megan Detrie, Peter Balonon-Rosen, Camila Kerwin, Phoebe Unterman, Marque Greene and Serena Chow.

Matthew Chow spent his adult life trying to build a close relationship with his estranged father. But just when he felt like he made real progress, his father passed away. In the will he found a secret his father had kept buried for decades — one that sent Matthew on a monthslong journey that  changed how he thought about not only his father, but the very idea of family. If you liked this episode, share it with a friend. And to get even more Uncomfortable, subscribe to our newsletter. Each Friday you’ll get a note from Reema, Uncomfortable videos and some recs from the Uncomfortable team. You’ll also be the first to hear about our new season. It’s all exclusively for our email list, so don’t wait! If you missed it, here’s the latest issue. “This Is Uncomfortable” is Reema Khrais, Donna Tam, Megan Detrie, Peter Balonon-Rosen, Camila Kerwin, Phoebe Unterman, Marque Greene and Serena Chow.

What happens when you stumble on something with the potential to change your life? Oscar (not their real name) was going through a rough patch in life when they found a bag of money in their dim basement apartment in Montreal. It was enough to propel their life in a different direction. First, they almost had a panic attack. Later, a gnawing regret consumed them. “This Is Uncomfortable” is Reema Khrais, Donna Tam, Megan Detrie, Peter Balonon-Rosen, Camila Kerwin, Phoebe Unterman, Marque Greene and Serena Chow.

When Ibby Hanlon started experiencing mysterious and debilitating pain, she put her faith in the medical system to find a solution. After a series of unexpected events forever changed her body — and her finances — her trust in the system shattered. This week, we dissect trust between doctors and patients. “This Is Uncomfortable” is Reema Khrais, Donna Tam, Megan Detrie, Peter Balonon-Rosen, Camila Kerwin, Phoebe Unterman, Marque Greene and Serena Chow.

The more Morgan Curtis learned about the source of her family’s multi-generation wealth — from gold mining, to fossil fuel investment, to slave ownership — the less she wanted anything to do with it. When she started to give away half a million dollars to social justice organizations in her late twenties, her dad told her he may write her out of her future inheritance. In this episode, we hear from them both. For even more Uncomfortable, subscribe to our newsletter! Each Friday you’ll get a note from Reema, a story from a listener and some recs from the Uncomfortable team. It’s all exclusively for our email list, so don’t wait! In case you missed it, here’s the latest issue.

“This Is Uncomfortable” is a podcast about our money and our feelings. And a lot of the money stuff we have the most feelings about we also like to keep secret. In season five, the secret’s out. We’re revealing family secrets, learning about the true cost of divorce, investigating mysterious piles cash and so much more. We’ll have new episodes every Thursday starting this week, on Oct. 14. Listen to the trailer above or wherever you get podcasts. To get even more Uncomfortable, check out our newsletter! Each Friday morning we’ll bring you a note from Reema, new stories from listeners, tough money questions and all the TV, podcasts and TikToks our team is into. Here’s the latest issue.

How do you bounce back from getting scammed? Become a scammer yourself, obviously. The inside story of a young man’s transformation into an online scammer — and the lengths he goes to for money when no one is looking. To keep up with us in the off-season, subscribe to our newsletter! Each Friday you’ll get a note from Reema, a story from a listener and some recs from the Uncomfortable team. You’ll also be the first to hear about our new season. It’s all exclusively for our email list, so don’t wait! In case you missed it, here’s the latest issue.

A man discovers a loophole to avoid paying $200,000 worth of debt. Various instances of exploiting loopholes are discussed, including getting free internet and cheaper drinks. The story of a young man's rise and fall in the wireless industry. Personal experiences of financial struggles and desperation. The exploration of questioning the system and a radical solution to debt. A couple's journey of using loopholes to escape their challenges and the ethical complexities of manipulating systems for personal gain.

Many of us feel pressure to hit life milestones by a certain age. But what if that prepackaged timeline — finishing school, achieving financial stability, getting married, having children — just doesn’t work for you? Ana Sauceda always struggled at school, but her parents put a high value on a college education. She spent a decade trying to fit her parent’s script before throwing it out and writing her own. For more Uncomfortable, subscribe to our newsletter! Each Friday you’ll get a note from Reema, a story from a listener and some recs from the team. Subscribe and read the latest issue at Marketplace.org/comfort “This Is Uncomfortable” is Reema Khrais, Megan Detrie, Hayley Hershman, Peter Balonon-Rosen, Camila Kerwin and Serena Chow.

We live in a world that rewards us for producing, and producing, and producing. But why is it that no matter how much we do, it never feels like enough? This week, we’re going to look at our obsession with productivity — the exhausting effort to be completely optimized in work and outside of it. Plus: Do you have a money secret? The last episode of our season is about them, and funny or serious, we want to hear about it! Give us a call at 347-RING-TIU (347-746-4848).