Updated September 2026
Best Owner-Operator Companies in Tallahassee, Florida (September 2026)
Tallahassee, Florida, September 2026: 614 active owner-operator carriers. 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. 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 September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Tallahassee, Florida vs Florida: the numbers that diverge
| Tallahassee, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,113 | $5,326 | +15% |
| Sign-on bonus rate | 24% | 29% | -5 pt |
| Riders-allowed policies | 90% | 84% | +6 pt |
Source: Lanefinder index, September 2026
Tallahassee, Florida's biggest divergence from Florida is on average weekly pay, 15% above the state baseline.
The owner-operator carriers leading Tallahassee, 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 leads the Tallahassee, Florida market on combined gross revenue and ranking score this month. The carrier ranks in the 94th percentile for gross weekly revenue in Tallahassee, Florida. RAY'S TRANSPORT INC ranks in the 87th percentile for driver fitness on FMCSA SAFER data. The carrier tracks as a responsive employer on Lanefinder's data.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on driver fitness — 92nd percentile. Driver applications get a faster-than-median response in Tallahassee, Florida.
#3WESTERN MOUNTAIN TRANSPORT INC — $8,750/wk
WESTERN MOUNTAIN TRANSPORT INC pays above the 90th percentile on gross weekly revenue for the Tallahassee, Florida market. Top FMCSA dimension here is driver fitness, in the 93rd percentile. The carrier tracks as a responsive employer on Lanefinder's data.
Despite ranking below #1, WESTERN MOUNTAIN TRANSPORT INC outpays the leader on weekly average — $8,750/week.
Also in the top 10: #4 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #5 WIDER GROUP INC at $6,250/wk, #6 BLUE LIGHTNING LOGISTICS at $7,000/wk, #7 LOAD MONSTER INC at $2,450/wk, #8 C & G TRANSPORTATION INC at $7,500/wk, #9 AIA TRUCKING INC at $3,450/wk, #10 M&D TRANSPORT at $7,000/wk.
How drivers spend their time on the road in Tallahassee, Florida
10% of Tallahassee, Florida's active CDL postings are regional and 90% are OTR; local plus semi-local accounts for the rest (0%).
Guaranteed pay is on offer at 2% of Tallahassee, Florida postings; dedicated routes at 27%; 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 Tallahassee, Florida
- CDL driver salary in Tallahassee, Florida
- Best owner-operator companies in Florida
How we compile these rankings
Composite-score formula: compensation × 0.30, FMCSA safety × 0.25, benefits × 0.25, operational performance × 0.20. Compensation is anchored on pay percentile and lifted by sign-on bonus tier and guaranteed-pay availability. Operational performance is built mostly from driver-application response data in Lanefinder's platform, with fleet-scale percentile contributing a smaller portion. Updated September 2026.