The St. Cloud Greater Osceola Chamber of Commerce has announced that President and Chief Executive Officer Dirk Webb plans to retire at the conclusion of the Chamber’s 2025–26 fiscal year.

Webb, who joined the Chamber in June 2019, will continue serving in his leadership role through September 30, 2026, providing time to complete ongoing initiatives and support a smooth and stable transition in leadership.

“Dirk Webb’s leadership has helped strengthen the business community in St. Cloud and throughout Greater Osceola County. His commitment to collaboration, advocacy, and long-term community growth has made a lasting impact. On behalf of Positively Osceola, we congratulate Dirk on his upcoming retirement and thank him for his continued dedication during this important transition.”
— Lisa Ronan, CEO, Positively Osceola

Since his arrival, Webb has played a key role in strengthening the Chamber’s advocacy efforts on behalf of local businesses, expanding programs and services for members, and building partnerships that support economic growth and community prosperity across St. Cloud and Greater Osceola County.

Chamber leadership expressed appreciation for Webb’s continued commitment during the transition period.

“The Chamber is grateful for Dirk’s leadership and dedication to our members and community,” Chamber leadership shared in a statement. “We appreciate his commitment to continue serving through the end of the fiscal year to ensure continuity and stability for the organization.”

The Chamber noted that additional details regarding succession planning and future leadership will be shared with members at a later date.

For more information, community members and businesses can contact the St. Cloud Greater Osceola Chamber of Commerce at (407) 892-3671 or visit the Chamber’s website.