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They Learn, You Win—Coaching, Clarity, and Culture — Inside Westgate’s L&D Playbook

How do you scale leadership training that actually changes behavior?

In this episode, David is joined by Stephanie Ketron, VP of Learning & Development at Westgate Resorts, who shares what it takes to move beyond check-the-box training and into culture-shaping leadership development. Stephanie opens up about her shift from content delivery to capability building, and how she equips leaders to coach, hold accountability without shame, and lead from any seat—title or not.

Whether you’re building frontline leadership programs or rethinking how to embed learning into the day-to-day, Stephanie’s insights are a masterclass in operationalizing culture through L&D.

You’ll learn:

  • Why coaching must happen daily—not just when something goes wrong
  • How to reframe accountability as clarity, not punishment
  • What it really takes to empower leaders without relying on org charts
  • The mindset shift every L&D leader eventually has to make

Follow “They Learn, You Win” on your favorite podcast app:

Apple: https://bit.ly/they-learn-you-win-apple

Spotify: https://bit.ly/they-learn-you-win-spotify

About the Host

David Wentworth Headshot

David Wentworth, Schoox

David is the VP, Learning & Talent Development Platform Evangelist at Schoox. He brings more than a decade of knowledge to the company, including a deep understanding of the workplace technology industry, with an emphasis on learning and development.