Updated September 2026
Best Owner-Operator Companies in Weston, Florida (September 2026)
For owner-operators in Weston, Florida, Lanefinder tracks 567 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. 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.
Where Weston, Florida differs from the Florida baseline
| Weston, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,556 | $5,326 | +23% |
| Dedicated routes | 43% | 35% | +8 pt |
| Riders-allowed policies | 92% | 84% | +8 pt |
Source: Lanefinder index, September 2026
The largest gap is on average weekly pay: Weston, Florida sits 23% above the Florida baseline.
Weston, Florida's top owner-operator carriers right now
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 tops the Weston, Florida ranking with the strongest composite score across pay, safety, benefits, and operational signals. RAY'S TRANSPORT INC sits in the 94th percentile for gross weekly revenue among Weston, Florida carriers. On driver fitness, the carrier ranks in the 87th percentile per FMCSA SAFER data. Lanefinder's application data flags RAY'S TRANSPORT INC as a responsive employer.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on driver fitness — 92nd percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. LOAD MONSTER INC tracks as a responsive employer on application-response data.
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 Freight X LLC at $6,000/wk, #8 Ali Star Inc at $10,000/wk, #9 KILO METER LOGISTIC INC at $7,500/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
What Weston, Florida drivers actually run
8% of Weston, Florida's active CDL postings are regional and 91% are OTR; local plus semi-local accounts for the rest (1%).
Across Weston, Florida CDL postings: 2% with guaranteed pay, 27% dedicated, 91% take-truck-home, 72% pet-friendly, 68% 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 Weston, Florida
- CDL driver salary in Weston, Florida
- Best owner-operator companies in Florida
How we compile these rankings
Compensation is the largest single weight at 30% — pay percentile, sign-on bonus, guaranteed-pay availability, and settlement cadence. FMCSA safety contributes 25%, built from five SAFER dimensions with unsafe-driving and hours-of-service weighted 2× heavier. Benefits contribute 25%, scored separately for W2 versus owner-operator and 1099 carriers. Operational performance — application responsiveness and fleet scale — contributes 20%. Updated September 2026.