What Happens When You’ve Outgrown Your Role? Artwork

Retail Leadership with Steve Worthy

You’ve earned your position. Now let’s make sure you lead like it.

Retail leadership isn’t what it used to be.
And if you’ve been doing this long enough, neither are you.

The job gets bigger. The expectations get louder.
But the guidance? That usually disappears right when you need it most.

And most leaders are left figuring things out quietly while still being expected to have all the answers.

This podcast is for experienced retail leaders who’ve already proven themselves
and know there has to be a better way to lead than just carrying more.

I’m Steve Worthy. I’ve spent over 30 years working across retail — from boardrooms to regional and district markets, through restructures, reinventions, and the parts of leadership no one really prepares you for.

I’ve coached thousands of retail leaders and advised teams that support the retail industry, and this podcast exists for one reason:

To give you the perspective and clarity most leaders are expected to figure out on their own.

Now let’s make sure how you lead actually matches it.

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Retail Leadership with Steve Worthy

What Happens When You’ve Outgrown Your Role?

December 05, 2025 • Steve Worthy

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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: