Updated July 2026
Best Owner-Operator Companies in Fort Myers, Florida (July 2026)
For owner-operators in Fort Myers, Florida, Lanefinder tracks 562 carriers as of July 2026. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. Performance Trucking Inc follows at $8,000/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.
How Fort Myers, Florida compares to Florida
| Fort Myers, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,461 | $5,428 | +19% |
| Riders-allowed policies | 90% | 82% | +8 pt |
| Pet-friendly fleets | 84% | 78% | +6 pt |
Source: Lanefinder index, July 2026
The largest gap is on average weekly pay: Fort Myers, Florida sits 19% above the Florida baseline.
Where owner-operator pay is strongest in Fort Myers, 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 Fort Myers, 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. The carrier tracks as a responsive employer on Lanefinder's data.
#2Performance Trucking Inc — $8,000/wk
Performance Trucking Inc sits in the 92nd percentile for gross weekly revenue among Fort Myers, Florida carriers.
#3INLAND EMPIRE LLC — $7,875/wk
INLAND EMPIRE LLC pays above the 84th percentile on gross weekly revenue for the Fort Myers, Florida market.
Also in the top 10: #4 WINNERS TRANSPORTATION LLC at $2,437/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #6 OVERLOG INC at $3,613/wk, #7 WIDER GROUP INC at $6,250/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 BB8 FREIGHT CO at $12,666/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
Lane mix and benefits across Fort Myers, Florida
8% of Fort Myers, Florida's active CDL postings are regional and 92% are OTR; local plus semi-local accounts for the rest (0%).
Across Fort Myers, Florida CDL postings: 2% with guaranteed pay, 28% dedicated, 91% take-truck-home, 73% pet-friendly, 69% 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 Fort Myers, Florida
- CDL driver salary in Fort Myers, Florida
- Best owner-operator companies in Florida
Where this data comes from
Compensation, FMCSA safety, benefits, and operational performance — weighted 30, 25, 25, and 20 percent respectively. Compensation extends beyond headline pay to include sign-on bonus tier and settlement cadence. Benefits scoring differs by hiring type because the perks that matter to a W2 driver and a contractor are not the same. Updated July 2026.