Eryka is a professor and a bartender in Pittsburgh, who is used to working a lot of jobs to support herself. But after years of working non-stop, Eryka is slowing down a little, and assessing what she wants her work to look like now.

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Molly is a lawyer in Chicago, whose youngest kid is about to leave for college. As she prepares to be an empty nester, she’s thinking about selling her house and looking ahead to a whole new chapter.

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Michelle is a copy writer in Australia, and she’s part of the FIRE movement—Financial Independence, Retire Early. After watching how her parents worked, she set out to take a different path—and retire by 35.

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Last week we heard from Michael, a single dad of twins in Massachusetts. This week he’s leaving all the hidden fees and mishaps of the cruise and returning home—where it’s much harder to ignore the weight of his current financial situation.

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Michael is a single dad of twins in Massachusetts. He’s overwhelmed by the costs of raising a family on a teacher’s salary, but this week he’s trying to escape it all—by going on a cruise.

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Angela is a single mom raising 10 kids in Iowa. She manages a lively home, all while supporting her family with a career that isn’t guaranteed to be lucrative — writing novels.

If you want to learn more about the organization that supported Angela, Dress for Success, check out their website: https://dressforsuccess.org/

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Yuhas is leaving behind their career as a makeup artist to step into a new one—as a drag queen. Performing as CryBaby, they're about to make their full-time debut.

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Last week, we spoke to Maxine—a long-haul trucker who works full-time, but still lost her home when she could no longer pay her rent. We wanted to know how that could happen. And it turns out, the problem is much bigger than we thought.

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Maxine is a long-haul truck driver in North Carolina. She loves her job, but she doesn't make enough to pay her bills.

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Victoria is a preschool teacher's assistant in New Jersey. She's struggling to make ends meet—and weighing whether to get her teaching license.

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