Updated September 2026
Best Owner-Operator Companies in Jacksonville, Florida (September 2026)
For owner-operators in Jacksonville, Florida, Lanefinder tracks 611 carriers as of September 2026. RAY'S TRANSPORT INC leads with an average gross weekly revenue of $8,500 and an average $2,000 sign-on bonus. WINNERS TRANSPORTATION LLC follows at $2,657/week gross. Jacksonville is Florida's primary freight gateway on I-95 / I-10, with JAXPORT handling containers, vehicle imports, and bulk cargo, and the city's central Florida location making it a Southeast regional distribution point.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Jacksonville, Florida vs Florida: the numbers that diverge
| Jacksonville, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,235 | $5,326 | +17% |
| Sign-on bonus rate | 24% | 29% | -5 pt |
| Riders-allowed policies | 90% | 84% | +6 pt |
Source: Lanefinder index, September 2026
Jacksonville, Florida's biggest divergence from Florida is on average weekly pay, 17% above the state baseline.
Where owner-operator pay is strongest in Jacksonville, Florida this month
The top of the list is RAY'S TRANSPORT INC at $8,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1RAY'S TRANSPORT INC — $8,500/wk
RAY'S TRANSPORT INC is number-one in Jacksonville, Florida this month on the composite ranking. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 94th percentile across Jacksonville, Florida. RAY'S TRANSPORT INC ranks in the 87th percentile for driver fitness on FMCSA SAFER data. RAY'S TRANSPORT INC tracks as a responsive employer on application-response data.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on driver fitness — 92nd percentile. Lanefinder's application data flags WINNERS TRANSPORTATION LLC as a responsive employer.
#3WESTERN MOUNTAIN TRANSPORT INC — $8,750/wk
WESTERN MOUNTAIN TRANSPORT INC sits in the 95th percentile for gross weekly revenue among Jacksonville, Florida carriers. WESTERN MOUNTAIN TRANSPORT INC ranks in the 93rd percentile for driver fitness on FMCSA SAFER data. WESTERN MOUNTAIN TRANSPORT INC tracks as a responsive employer on application-response data.
For pure pay maximization, WESTERN MOUNTAIN TRANSPORT INC beats the #1-ranked carrier weekly at $8,750.
Also in the top 10: #4 LOAD MONSTER INC at $5,125/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/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 AIA TRUCKING INC at $3,450/wk.
Lane mix and benefits across Jacksonville, Florida
Of active CDL postings in Jacksonville, Florida this month, 10% are regional and 90% are OTR (long-haul). Local and semi-local routes account for the remaining 0%.
Guaranteed pay is on offer at 2% of Jacksonville, Florida postings; dedicated routes at 28%; take-truck-home at 92%. Pet-friendly policies appear at 72% and riders-allowed at 68%.
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 Jacksonville, Florida
- CDL driver salary in Jacksonville, Florida
- Best owner-operator companies in Florida
The methodology behind the rankings
Rankings combine four signals: compensation (30%) including pay percentile, sign-on bonuses, guaranteed pay, and settlement frequency; FMCSA safety (25%); benefits (25%) scored differently for W2 vs owner-operator carriers; and operational performance (20%) measuring employer responsiveness and fleet scale. Recomputed monthly from real active job postings. Updated September 2026.