
Connor+Gaskins Business Observer Top 50 Contractors
From skyscrapers to seawalls, contracting companies in the region have been busy. The companies on this list, the Business Observer’s annual Top 50 Contractors, posted a cumulative $10.38 billion in revenue in 2025.
As in past years, the Top 50 — companies self-submit information — is open to contractors in the Business Observer’s coverage area, from Polk County south through Collier County, from Lakeland to Tampa to Naples. Companies must be in some type of contracting field: electrical, general construction, roofing, HVAC, landscaping, plumbing and more.
13. Connor+Gaskins
1998 Trade Center Way, Naples, FL 34109; (239) 260-5068; www.connorgaskins.com

Year Founded: 2010
Principals: Craig Gaskins, founder and COO; Barry Connor, founder and CEO
Specialty: Vertical, homes, studio, transportation
Full-Time Employees: 105
2024 Gross Revenue: $186 million
2025 Gross Revenue: $189 million
Largest Project Started in 2025: Nevada Luxury Resort and Condominium
Portfolio Project: TravelCenters of America in West Wendover: A 12,500-square-foot facility featuring a Del Taco, Bojangles, Sbarro, and a 5,500-square-foot Black Bear Diner. The site includes expanded parking and major infrastructure improvements. It was completed one month early and nearly $4 million under budget.