The Club at Olde Cypress Names Jerrod Tumbleson as General Manager

The Club at Olde Cypress, one of Southwest Florida’s premier private golf and lifestyle communities, has announced the appointment of 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 first introduced to the golf industry at age 13 and quickly fell in love with the game, and the community atmosphere of club life. He relocated to Naples in the early 2000s and has been a fixture in the area’s private club landscape ever since.

Tumbleson lives in Estero with his wife, Catherine, a former LPGA Tour pro, and their two daughters. An avid golfer, cyclist, and all-around sports enthusiast, he is excited to meet the members of Olde Cypress and lead the club into its next era of growth and member satisfaction.

About The Club at Olde Cypress

The Club at Olde Cypress is owned by STOCK Development, Southwest Florida’s preeminent residential developer and builder since 2001, and operated by STOCK Hospitality, which provides innovative solutions uniquely tailored to club communities. Creating exceptional member experiences is the cornerstone of all Stock Hospitality services, which include club operations, golf course maintenance, membership marketing, and programming. New members can choose from three categories of membership carefully crafted to offer something for everyone.

Widely considered one of the most 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, fitness center, and 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.

For more information visit www.OldeCypress.com.