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Jerrod Tumbleson Ushers in a Bold New Era as General Manager at The Club at Olde Cypress

by | Aug 30, 2025 | News

Jerrod Tumbleson

Jerrod Tumbleson is officially welcomed as General Manager at The Club at Olde Cypress, ushering in a new era of leadership and member-focused excellence.

The Club at Olde Cypress, one of Southwest Florida’s premier private golf and lifestyle communities, has named Jerrod Tumbleson as its new General Manager.

Tumbleson brings more than two decades of private club management experience, serving in leadership roles at Grey Oaks Country Club, also located in Naples.

Tumbleson succeeds longtime GM Ken Lanigan, whose 24-year tenure at Olde Cypress played a pivotal role in establishing the club’s award-winning culture and reputation for excellence.

“We’re thrilled to welcome Jerrod to Olde Cypress at such an exciting time for our club,” said Brian Stock, CEO of STOCK Development, which owns and operates Olde Cypress. “His leadership style, dedication to member engagement, and deep operational expertise make him an ideal fit as we move into the next chapter of our club’s growth.”

That next chapter is already taking shape. The club is in the midst of a $16 million-plus clubhouse renovation. The ambitious project, slated for completion by year’s end, is designed to enhance the member experience through a stunning redesign of indoor and outdoor gathering spaces.

“I am incredibly grateful for the opportunity to lead the exceptional team at Olde Cypress and to continue building on the strong foundation that’s already in place,” Tumbleson said. “With recent and upcoming renovations elevating our facilities even further, it’s an exciting time to join a club that’s as forward-thinking as it is community-driven.”

A native of Michigan, Tumbleson was introduced to the golf industry at age 13. He relocated to Naples in the early 2000s and has been a fixture in the area’s private club landscape ever since.

Widely considered one of the more vibrant, active, and welcoming clubs in Southwest Florida, Olde Cypress is home to the first P.B. Dye golf course in Collier County. Other amenities include tennis and pickleball courts, a fitness center, a pool, and a 34,000-square-foot clubhouse featuring both casual and fine dining.

The club and surrounding 540-acre gated community are located just minutes from Naples’ famous beaches, world-class shopping on 5th Avenue, and the Southwest Florida International Airport.

OldeCypress.com