Meet Keith B. Cupp

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KEITH B. CUPP is an executive leadership coach, Navy veteran, and a "Coach of Coaches" studying what separates good coaches from the Maestros. He has spent his career navigating complex, high-stakes systems across science, the military, technology, and executive leadership.

Keith began his professional journey as a nuclear-trained engineering officer in the U.S. Navy aboard the USS Enterprise. Following a business career that included both great success and the collapse of a dot-com startup, he pivoted into executive advisory work, leading to more than two decades of coaching global C-suite executives and mentoring business coaches across six continents. Currently, he serves as founder and CEO of Gravitas Impact Premium Coaches.

A scientist by education and temperament, Keith earned a Bachelor of Science in Biochemistry from Louisiana State University and applies an evidence-based researcher’s lens to the craft of developing leaders. His relentless curiosity and analytical approach lay the foundation for his book, The Da Vinci Coach.

Beyond his professional work, Keith is a dedicated husband to his wife, Janette, a father of six, and a grandfather of seven. Rooted in the Pacific Northwest near Portland, Oregon, he continues his lifelong pursuit of learning, traveling, and helping the next generation of coaches climb their own mountains. The Da Vinci Coach is his first book.

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Close-up of a camouflaged soldier wearing a helmet, tinted tactical goggles, face paint, body armor, and holding a rifle

Keith’s Journey to Maestro Status

1982

Graduated from Louisiana State University with a Bachelor’s of Science in Biochemistry.

1985-1988

Served as the Engineering Officer of the Watch (EOOW) on the USS Enterprise CVN-65 during the final chapters of the Cold War.


1986

Awarded the Navy Achievement Medal. Keith served 4.5 years on active duty and 2 years in the Naval Reserve. 



1992

General Manager of Voice-Tel

1995

Earned his MBA from the University of Washington.

1996

Vice President of Sales and Marketing at MicroPath Inc.


2000

COO of World Voice



2003

Vice President of Sales and Marketing at Columbia Ultimate Software




2008

CEO of Gazelles International,




2010

Principal Coach at Ascendancy Partners


2018

President of Gravitas Impact Premium Coaches

2027

Keith’s debut book, The Da Vinci Coach, hits shelves.