Ep.3.2: Leadership Through Transition: DBI and Beyond - w/ Andy Doeden

Time & Energy

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Andy Doeden’s remarkable journey from professional golf to corporate leadership shows us how life's transitions shape our perspectives and priorities. With refreshing honesty, Andy reveals the mental and emotional challenges of shifting from an individual contributor role—where success meant topping sales leaderboards—to leading teams at Discovery Benefits (later acquired by WEX)

The conversation delves into leadership philosophy that prioritizes people over metrics. "Lead, love, and serve people towards their full potential," Andy shares as his mission statement, reflecting his belief that true leadership focuses on helping others reach their potential.

His approach cultivated a unique corporate culture where colleagues genuinely celebrated each other's successes rather than competing against one another—a rarity in sales environments. Particularly compelling is Andy's discussion of identity and worth beyond professional achievements. Having previously tied his identity to golf scores and later to sales numbers, he speaks powerfully about the journey to recognize that "you're more valuable than your results."

This perspective shift proved crucial during his leadership years and his recent decision to step away from his 18-year career to prioritize family and personal growth. The episode offers practical wisdom on navigating relationships in leadership positions. Andy challenges the notion that "leadership is lonely" and the false dichotomy between friendship and authority, sharing how setting healthy boundaries allowed him to maintain meaningful connections while still leading effectively.

His candid reflections on using outside perspectives—from his wife Katie, business coaches, and friends—demonstrate the importance of vulnerability in leadership. Whether you're contemplating a career transition, stepping into leadership, or seeking a healthier relationship with work and achievement,

Andy's story provides both inspiration and practical guidance. His willingness to discuss personal struggles with anxiety and the mental toll of leadership creates space for honest conversations about the human side of professional success.

Chapters

1. The Importance of Leadership Pipeline (00:00:00)

2. From Professional Golf to Corporate Life (00:02:03)

3. Building a Sales Career at Discovery Benefits (00:11:09)

4. Creating a Culture of Healthy Competition (00:19:39)

5. Transitioning from Seller to Leader (00:28:35)

6. Leadership Challenges and Mental Health (00:39:20)

7. Stepping Away and Finding New Purpose (00:51:37)

8. Reflection and Personal Growth (01:07:12)

9. Final Thoughts and Future Plans (01:14:18)