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May 28, 2025 13 mins

This week’s dilemma:

“So why does it feel like failure to stop here… even if I’m actually happy?”

In this minisode, we respond to a listener who’s spent 16 years steadily climbing the corporate ladder until a major life shift changed everything.

After becoming a parent, Liam realised he no longer wants to chase the next promotion. He’s not burned out or checked out, just… content. But in a high-pressure culture where ambition is currency, choosing to stay put feels like breaking an unspoken rule.

If you’ve ever wondered whether it’s okay to opt out of the race - or felt guilty for wanting something slower - this one’s for you.

Got a work dilemma?

We’re answering real-life listener dilemmas all season long. Send yours to dilemma@thisisworkwell.com - anonymous, always.

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