Dilemma: What do you do when your ex’s new girlfriend is your account manager?

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June 19, 2025 • 17 mins

This week’s dilemma:

“She’s friendly, professional, and seemingly unaware of the awkwardness. Meanwhile, I’m internally screaming during every meeting.”

In this minisode, we respond to a listener dealing with an unexpected emotional curveball at work: her company just hired a new creative agency… and the lead account manager happens to be her ex’s very new girlfriend.

There was no cheating. No overlap. But the breakup was messy, and the presence of this new (lovely!) person is bringing up a lot.

How do you stay professional when your inbox feels like a trigger?
How do you honour your feelings without making it a thing?
And is there a way to move through it without pretending it doesn’t hurt?

If you’ve ever had your personal life sneak into your work life - and it knocked the wind out of you - 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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