Shea Dempsey
Master Coach
Master Coach
Leadership Coaching | Corporate Coaching
Shea Dempsey serves as a Master Coach with Kashbox Coaching, where he brings his passion for leadership and lifelong growth to empower professionals to lead with clarity, confidence, and purpose.
With over 15 years of experience in healthcare, leadership, and business, Shea has founded innovative programs, led organizational change, and guided professionals through complex challenges with vision and accountability.
He has successfully navigated high-level roles in clinical practice, executive leadership, and program design, giving him a unique perspective on what it takes to thrive at the intersection of personal and professional success. Drawing on his background in business strategy, operations, and quality improvement, Shea has guided individuals in designing fulfilling careers and lives, coaching leaders, executives, and teams to align with their “why” and unlock their highest potential.
Shea’s coaching style is both direct and encouraging. He partners with clients to co-create strategies that drive results while honoring balance, purpose, and integrity. Driven by curiosity, humor, and authenticity, he models growth and resilience in every coaching relationship.
On a Personal Note
On a personal note, Shea lives in Wilmington, North Carolina, where he enjoys spending time with family, playing the piano, and finding the best chips and salsa around. He believes fun, balance, and authenticity are important in his personal life and professionally.
Core Values
- Curiosity
- Achievement
- Integrity
- Balance
- Service
Favorites
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Shea Dempsey
📩 [Confidential] Coach Notes
Kashbox Coaching has spent over two decades inside real leadership decisions, where the same patterns repeat. These Coach Notes help you catch those patterns while they’re still forming, not after the fact.

