Updated November 2026
Best Trucking Companies in Ocala, Florida (November 2026)
253 carriers are hiring W2 company drivers in Ocala, Florida right now, per Lanefinder's November 2026 snapshot. Herrington Transportation Inc. leads with an average weekly pay of $2,000. True Transport Inc. follows at $2,250/week. 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 November 2026
Mountain States L.P. Gas at #4 and DICK LAVY TRUCKING at #6 are new to the top 50 in Ocala, Florida. Biggest climb: Herrington Transportation Inc. (#22 → #1). Biggest fall: REISCH TRUCKING INC (#29 → #46). H & M TRUCKING INC (was #10) left the top 50. Elsewhere in the top 50, 3 carriers joined, 4 left, and 35 changed rank.
All changes since October 2026
The trucking companies leading Ocala, Florida this month
The top of the list is Herrington Transportation Inc. at $2,000/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1Herrington Transportation Inc. — $2,000/wk
Herrington Transportation Inc. tops the Ocala, Florida ranking with the strongest composite score across pay, safety, benefits, and operational signals. Herrington Transportation Inc. sits in the 89th percentile for weekly pay among Ocala, Florida carriers. Driver applications get a faster-than-median response in Ocala, Florida.
#2True Transport Inc. — $2,250/wk
True Transport Inc. pays above the 91st percentile on weekly pay for the Ocala, Florida market. True Transport Inc. ranks in the 98th percentile for unsafe-driving avoidance on FMCSA SAFER data.
Despite ranking below #1, True Transport Inc. outpays the leader on weekly average — $2,250/week.
#3JK MOVING & STORAGE INC — $2,200/wk
JK MOVING & STORAGE INC's weekly pay ranks in the 94th percentile across Ocala, Florida. JK MOVING & STORAGE INC's FMCSA score is strongest on vehicle maintenance — 94th percentile.
Also in the top 10: #4 Mountain States L.P. Gas at $2,000/wk, #5 Covenant Transport Inc at $1,762/wk, #6 DICK LAVY TRUCKING at $1,950/wk, #7 PRAIRIE FIELD SERVICES LLC at $1,750/wk, #8 South East Carriers INC at $1,600/wk, #9 G-DIAMOND TRANSPORT INC at $2,045/wk, #10 Diaz Stone & Pallet Inc. at $1,750/wk.
How drivers spend their time on the road in Ocala, Florida
The route mix in Ocala, Florida this month tilts OTR: 19% regional, 78% OTR, 2% local, 0% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 3% of Ocala, Florida postings; dedicated routes at 29%; take-truck-home at 83%. Pet-friendly policies appear at 64% and riders-allowed at 68%.
How Ocala, Florida compares to Florida
| Ocala, Florida | Florida top 50 | Delta | |
|---|---|---|---|
| Dedicated routes | 38% | 28% | +10 pt |
| Riders-allowed policies | 86% | 80% | +6 pt |
Source: Lanefinder index, November 2026
The largest gap is on dedicated routes: Ocala, Florida sits 10 points above the Florida baseline.
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. Miami-area I-95 is among the more congested US corridors, 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 owner-operator companies in Ocala, Florida
- CDL driver salary in Ocala, Florida
- Best trucking 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 November 2026.