Dilemma: Is it reckless to start over at 53?

All Episodes

July 2, 2025 • 17 mins

This week’s dilemma:

“How do I know if this is bravery or a breakdown?”

In this minisode, we respond to a listener at a major life crossroads. After nearly 30 years in law (and 19 with the same company) redundancy is on the horizon. But instead of panic, what’s rising is something quieter and deeper: curiosity.

Jules has spent years being “the sensible one.” She’s built a solid career, raised her kids, ticked all the expected boxes. But now, she’s wondering if it’s time to trade legal briefs for clay and pursue her secret passion: ceramics.

Is it foolish to leave behind the life you’ve built? Or is it finally time to build one that feels fully your own? If you’ve ever dreamed of a second act, but feared what people would say…this one’s for you.

Got a work dilemma?

Even though the season’s wrapping up, we’re still collecting listener dilemmas for upcoming seasons. Email us at dilemma@thisisworkwell.com - it’s anonymous, always.

Visit www.thisisworkwell.com for more tools, courses, and upcoming events

Leave a five-star rating or short review to help others find the show

This podcast and all associated content are the intellectual property of WorkWell. You may not reproduce, redistribute, or republish any part of this episode, including audio, show notes, or related materials, without express written permission. This podcast is for informational purposes only and does not constitute professional advice.

Mark as Played