Updated September 2026
Best Owner-Operator Companies in Oakland Park, Florida (September 2026)
561 carriers in Oakland Park, Florida are actively recruiting owner-operators as of September 2026. Each is scored on a composite of compensation, FMCSA safety, benefits, and operational performance. 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.
Oakland Park, Florida vs Florida: the numbers that diverge
| Oakland Park, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,479 | $5,326 | +22% |
| Dedicated routes | 43% | 35% | +8 pt |
| Riders-allowed policies | 92% | 84% | +8 pt |
| Pet-friendly fleets | 88% | 82% | +6 pt |
Source: Lanefinder index, September 2026
Oakland Park, Florida's biggest divergence from Florida is on average weekly pay, 22% above the state baseline.
Where owner-operator pay is strongest in Oakland Park, 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 tops the Oakland Park, Florida ranking with the strongest composite score across pay, safety, benefits, and operational signals. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 94th percentile across Oakland Park, Florida. RAY'S TRANSPORT INC ranks in the 87th percentile for driver fitness on FMCSA SAFER data. Application-response data flags this carrier as a responsive employer.
#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.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. LOAD MONSTER INC responds to driver applications more reliably than the Oakland Park, Florida median.
Also in the top 10: #4 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #5 WIDER GROUP INC at $6,250/wk, #6 Freight X LLC at $6,000/wk, #7 BLUE LIGHTNING LOGISTICS at $7,000/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.
How drivers spend their time on the road in Oakland Park, Florida
8% of Oakland Park, Florida's active CDL postings are regional and 91% are OTR; local plus semi-local accounts for the rest (1%).
Guaranteed pay is on offer at 2% of Oakland Park, Florida postings; dedicated routes at 27%; take-truck-home at 91%. Pet-friendly policies appear at 72% and riders-allowed at 69%.
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 Oakland Park, Florida
- CDL driver salary in Oakland Park, Florida
- Best owner-operator companies in Florida
Where this data comes from
Carriers are scored against carriers in their own market. The composite is 30% compensation (pay + bonus + guaranteed pay + settlement cadence), 25% FMCSA safety, 25% benefits (W2 vs owner-op scoring), and 20% operational performance (responsiveness + fleet scale). No paid placement — the weights are the same for every carrier in the index. Updated September 2026.