Mailbag: “I did everything right in my career, so why am I miserable?”


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Mar 06 2025 21 mins   41

Are you climbing the wrong ladder? Feeling stuck in a job that looks great on paper but drains your soul?

In this Mailbag episode, Jean Chatzky and executive coach Keren Eldad tackle your biggest career and ambition dilemmas—whether you're burnt out in your 30s, reentering the workforce in your 40s, or wondering what’s next at 55.

Mailbag Questions:

[01:00] “I Did Everything Right… So Why Am I Miserable?”

[05:30] “Am I Too Late to Catch Up?”

[10:00] “I’m 55, Bored, and Not Ready to Retire”

[14:30] “How Do I Avoid a Life of Regret?”


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