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Business

What Happens When You’ve Outgrown Your Role?

podcast December 5, 2025

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What Happens When You’ve Outgrown Your Role?

In this episode, I sit down with Ryan Holm from Helzberg Diamonds, and we get right into the real tension many retail leaders feel but rarely talk about — the moment you know you’re ready for more, even if you haven’t said it out loud yet.

Ryan’s journey from Dunkin’ Donuts to leading innovation in a Berkshire Hathaway company is filled with the kind of insights leaders need right now.

In this conversation we cover:

How to know when the spark is fading
Why targeted upskilling outperforms “learn everything” development
The advantage of speaking both store and HQ fluently
How to approach AI with a practical mindset
How to evaluate whether you’re truly ready for the next step

This episode gives leaders a clearer view of where they stand today and what they may need to consider for tomorrow.

If you’re in a season of transition, this one will give you something real to think about.

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What Happens When You’ve Outgrown Your Role?

Previous episode

The Power of Being High Maintenance!

Similar episodes

When Grief Doesn't Come with a Goodbye, with Yolanda Thorne

Brooke Devard on Career, Community, and Cultivating Creativity

Site Search

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