In the early 90s, Mike Perry found himself in a tough spot. He was living a carefree life when he was asked to take in a black mutt named Wisdom. What began as a reluctant favor evolved into something much deeper — a bond that would reshape Mike’s financial future, even long after Wisdom was gone.

This week, as part of our miniseries on grief and money, we explore how our love for pets shapes our financial decisions. Mike’s journey with Wisdom takes him from heartbreak to an unexpected windfall. And then later in the episode, we ask: is there such a thing as spending too much on our pets? Reema Khrais talks with Marketplace’s Kimberly Adams about the emotional and financial costs of caring for a beloved pet in their final days.

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While sorting through her father’s belongings after his death, Amanda Petteruti came across a collection of locked toolboxes. What she discovered inside made her rethink what she knew about her family’s finances and left her with unsettling questions about her dad: Why had he spent so much money on this secret hobby? Why was it now Amanda’s burden to handle? And how do you find closure with someone once they’re gone?

This episode is the first of a three-part miniseries exploring the intersection of money, grief and loss.

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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.

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Nikki Massie never had a reason to question her salary. After more than a decade with the same company, she’d earned awards, promotions and the trust of co-workers who felt like family. But then one day, she discovered she might have missed out on tens of thousands of dollars over the years. Nikki began to wonder: What do you do when you suspect you’ve been underpaid? And at what point do you consider walking away?

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As we reflect on 10 seasons of “This Is Uncomfortable,” Reema shares a snippet of a conversation with the show’s founder-producer, Hayley Hershman, about what they’ve learned from making the show and how their relationships with money have changed over the years. And we want to hear your thoughts, too!

What’s something you’ve learned from listening to “TIU” over the years? You can tell us how your relationship with money or work has changed, or maybe what the show has made you think more deeply about. Record a voice memo and email it to us at uncomfortable@marketplace.org. Or you can call and leave us a message at 347-RING-TIU (347-746-4848). Either way, be sure to include your name and where you’re calling from. There’s a good chance we’ll include it on the show!

Sisters Brittany Walsh and Nicole O’Neil have always been close. But when Nicole started experiencing mysterious health problems, her turn toward alternative treatments divided them. As Nicole spent more and more money on dubious cure-alls, Brittany was faced with a question: What do you do when you’re afraid the person closest to you might be losing themselves?

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For our season premiere, we’re sharing a conversation with one of our favorite writers, Hanif Abdurraqib. He joins Reema for a wide-ranging conversation about the moral judgments we’re quick to make about people’s financial circumstances, notions of success and legacy, and what it means to be “good” versus “bad” in an unequal world. Hanif also reveals one of the most challenging financial moments of his life and the reasons behind his commitment to giving away so much of his income.

Hanif is an award-winning poet, cultural critic and author from Columbus, Ohio. He’s written six books, several of which are bestsellers, including his most recent, “There’s Always This Year.” His work spans sports, pop culture and politics, often focusing on issues of race and class, while also delving into themes of grief, beauty and love. He’s been the recipient of a MacArthur Foundation “genius grant” and a finalist for the National Book Award, among other accolades.

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“This Is Uncomfortable” returns for its 10th season (you read that right: 10th!) with brand-new episodes about life and how money messes with it.

In our upcoming season, we’ve got stories about advocating for fair pay and how challenging it can be to support a loved one’s bad money choices. We’ll also explore how money complicates the way we grieve, and what it’s like to receive a huge windfall from beyond the grave. We share one man’s philosophy of how to redistribute wealth to build the community he wants to live in. And we’ll take a look back at the past 10 seasons of TIU and what we’ve learned along the way. All that and more starting Aug. 22.

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