In this compelling episode of Training That Works, Ryan Vanshur, Director of Sales Enablement at Handle.com, brings battle-tested insights from the military, entrepreneurship, and SaaS sales into one high-impact conversation. From overcoming cancer at 26 to selling his startup to private equity, Ryan shares how life-altering challenges shaped his approach to learning, leadership, and performance.
He discusses the power of immersive training (like military boot camp), the value of digital confidence, and why foundational tech literacy is non-negotiable in remote-first sales organizations. Ryan also reveals how a $49 AI prompt course transformed his productivity and outlines how to design training that actually sticks—by focusing on post-training reinforcement.
Whether you're leading a team or developing one, Ryan’s philosophy—rooted in resilience and real results—offers a blueprint for building high-impact enablement programs.
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