What Happens When You’ve Outgrown Your Role?
Description
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.
Changed the Simplesat information
Meet Our Sponsors:
_________________________
2026 Survey Is Live - Add Your Voice - Click to take survey
DOWNLOAD - The Campus 2025 Retail Leadership Development Report, HERE.
________________________
________________________
READ OUR RETAIL LEADER NEWSLETTER
MEET STEVE!






















