Dilemma: I stayed silent and I can’t stop thinking about it

This week’s dilemma:

“I’ve always thought of myself as someone who’d speak up but when it counted, I froze.”

In this minisode, we respond to a listener who found themselves in a moment that mattered and didn’t say anything. After witnessing a subtle but pointed “joke” in a team meeting, Jamie is grappling with the weight of staying silent. Especially because the colleague targeted? He’s new, he’s brilliant…and Jamie was the one who referred him for the job.

Now they’re caught between regret, uncertainty, and a question that’s bigger than just one meeting: Can you still speak up after the moment has passed?

If you’ve ever walked away from a situation replaying what you could’ve said, this one’s for you.

Got a work dilemma?

We’re answering real-life listener dilemmas all season long. Send yours to [e-mail] - anonymous, always.

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