Dilemma: I swore I’d never be like my old bosses, but now I’m not so sure

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UN/DO

WorkWell

49 episodes

2 days ago

Welcome to UN/DO, the podcast helping you unlearn the nonsense that holds you back, and do work and life on your terms. Each week, your hosts Dulcie and Yemisi bring honest conversation, practical wisdom, and a little humour to help you navigate the messy middle of modern work. From boundaries and burnout to bravery and becoming, we cover the big stuff and the everyday stuff, with compassion, clarity, and zero jargon. Expect full episodes every Monday and real-life listener dilemmas every Thursday. Because thriving isn’t about doing more - it’s about doing what matters.

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Dilemma: I swore I’d never be like my old bosses, but now I’m not so sure

UN/DO

13 minutes 52 seconds

4 months ago

Dilemma: I swore I’d never be like my old bosses, but now I’m not so sure

This week’s dilemma:

“I don’t want to give up on being the kind of boss I believe in. But I also don’t want to feel like a mug.”

In this minisode, we respond to a long-time leader wrestling with a modern challenge: how to hold people accountable without falling back on outdated, authoritarian styles of leadership.

Peter has spent two decades leading with clarity, compassion, and care. But lately, with shifting expectations, missed deadlines, and a whole lot of ambiguity, he’s starting to question whether he’s being too soft, or just trying to lead in a system that hasn’t caught up yet.

If you’ve ever tried to lead with integrity but felt tempted to “lay down the law,” 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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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.