This Wasn't My Plan

How to Support Someone Who is Going Through a Career Pivot


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Original Air Date: 11/2/25

Podcast #18: How to Support Someone Who is Going Through a Career Pivot

When someone you love is questioning their career, it can be hard to know what to say or what not to say.

Maybe it’s your best friend who’s been talking about leaving her job for years but still hasn’t made the move.

Maybe it’s your partner, your daughter, or your team mate someone who’s clearly outgrown what they’re doing but doesn’t know what’s next.

In this episode, Ashlee unpacks how to support someone through a career pivot without overstepping, fixing, or fueling more pressure.

You’ll learn what words to avoid, what phrases actually help, and how silence—when used with intention—can be one of the most powerful tools of support.

Because most high-achieving, smart, capable people don’t want to be told what to do, they want a safe space to speak without judgment.

And sometimes, the best way to help them find clarity is to stop talking.

In this episode, we cover:

• What not to say when someone’s in career limbo

• The key question that builds trust instead of tension

• How leaders can recognize when a team member is in a pivot

• Why silence can be stronger than advice

• How to show support without taking over

Your Biggest Takeaway:

You can’t carry their career for them. But you can walk beside them.

And sometimes, that’s exactly what they need most.

Before you go:

If this episode hit home, here’s what I want you to do:

• Follow the show so you don’t miss what’s coming next.

• Share this episode with someone supporting a friend or partner in transition.

• DM me on Instagram @rxashleehayes

 — tell me: Have you ever supported someone in a career pivot? What helped?

Always remember: You’re not too much. You’re just done shrinking. And you’re right on time.

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This Wasn't My PlanBy Ashlee Hayes