Updated July 2026
Best Owner-Operator Companies in Florida (July 2026)
733 owner-operator carriers are currently posting jobs in Florida as of July 2026. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. WINNERS TRANSPORTATION LLC follows at $2,437/week gross. Florida trucking runs on I-95 / I-75 north-south spines and the I-4 Tampa-Orlando-Daytona cross, with Port of Miami and Port of Jacksonville as major gateways alongside heavy citrus and produce agriculture freight.
What changed in July 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
The owner-operator carriers leading Florida this month
The top of the list is ROLLING ON WHEELS LLC at $5,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1ROLLING ON WHEELS LLC — $5,500/wk
ROLLING ON WHEELS LLC tops the Florida ranking with the strongest composite score across pay, safety, benefits, and operational signals. Top FMCSA dimension here is driver fitness, in the 96th percentile. ROLLING ON WHEELS LLC tracks as a responsive employer on application-response data.
#2WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#3Performance Trucking Inc — $8,000/wk
Performance Trucking Inc sits in the 94th percentile for gross weekly revenue among Florida carriers.
For pure pay maximization, Performance Trucking Inc beats the #1-ranked carrier weekly at $8,000.
Also in the top 10: #4 INLAND EMPIRE LLC at $7,875/wk, #5 OVERLOG INC at $3,613/wk, #6 WIDER GROUP INC at $6,250/wk, #7 Freight X LLC at $6,000/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 JK MOVING & STORAGE INC at $4,975/wk.
Lane mix and benefits across Florida
The route mix in Florida this month tilts OTR: 12% regional, 87% OTR, 1% local, 1% semi-local — drawn from active postings, not historical surveys.
Across Florida CDL postings: 2% with guaranteed pay, 27% dedicated, 90% take-truck-home, 70% pet-friendly, 66% riders-allowed.
Driving CDL in Florida
Florida CDL work splits cleanly between coastal port-and-tourism freight (Miami, Jacksonville, Tampa, Port Everglades) and Central Florida last-mile distribution. The hurricane season — June through November — drives both stress and opportunity: insurance rates climb, freight rates spike around storm-recovery windows, and shutdown days are a real income variable. Florida has no state income tax. The traffic on I-95 and I-4 is consistently in the top tier of US congestion, so HOS planning around peak commute windows matters more here than in most states. Reefer and produce work pays well; OTR pulling out of the state is steady year-round.
Related guides
- Best trucking companies in Florida
- CDL driver salary in Florida
- Best owner-operator companies in the United States
How we compile these rankings
Lanefinder's ranking algorithm weights compensation at 30%, FMCSA SAFER safety at 25%, benefits at 25%, and operational performance at 20%. Compensation reflects pay percentile plus sign-on bonus, guaranteed pay, and settlement-frequency adjustments. Benefits scoring is hiring-type-aware. Operational performance comes mostly from how carriers handle real driver applications. Updated July 2026.