Updated July 2026
Best Owner-Operator Companies in Freeport, New York (July 2026)
540 carriers are hiring owner-operators in Freeport, New York right now, per Lanefinder's July 2026 snapshot. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. WINNERS TRANSPORTATION LLC follows at $2,437/week gross. New York freight is anchored by the Port of New York and New Jersey complex, the busiest on the East Coast, with I-87 / I-95 truck corridors and dense last-mile delivery demand across the New York City metro.
What changed in July 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where Freeport, New York differs from the New York baseline
| Freeport, New York | New York top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,910 | $5,528 | +25% |
| Riders-allowed policies | 88% | 82% | +6 pt |
| Dedicated routes | 58% | 53% | +5 pt |
Source: Lanefinder index, July 2026
The largest gap is on average weekly pay: Freeport, New York sits 25% above the New York baseline.
Where owner-operator pay is strongest in Freeport, New York this month
The top of the list is ROLLING ON WHEELS LLC at $5,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1ROLLING ON WHEELS LLC — $5,500/wk
ROLLING ON WHEELS LLC leads the Freeport, New York market on combined gross revenue and ranking score this month. Top FMCSA dimension here is driver fitness, in the 96th percentile. ROLLING ON WHEELS LLC tracks as a responsive employer on application-response data.
#2WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#3INLAND EMPIRE LLC — $7,875/wk
INLAND EMPIRE LLC pays above the 84th percentile on gross weekly revenue for the Freeport, New York market.
Also in the top 10: #4 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #5 OVERLOG INC at $3,613/wk, #6 WIDER GROUP INC at $6,250/wk, #7 Ali Star Inc at $10,000/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 BB8 FREIGHT CO at $12,666/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
What Freeport, New York drivers actually run
The route mix in Freeport, New York this month tilts OTR: 9% regional, 90% OTR, 1% local, 0% semi-local — drawn from active postings, not historical surveys.
Across Freeport, New York CDL postings: 2% with guaranteed pay, 29% dedicated, 91% take-truck-home, 72% pet-friendly, 69% riders-allowed.
Driving CDL in New York
New York CDL work is mostly upstate or NYC-metro last-mile — almost no through-driver wants to deal with the Five Boroughs more than necessary. The patchwork of bridge tolls (MTA Bridges & Tunnels, Port Authority, Thruway Authority), the truck-route restrictions in Manhattan and on the parkways, and the weight-on-bridge rules add real planning overhead. Long Island delivery work pays a premium for drivers who can actually navigate it. Upstate freight on I-90 / I-87 looks much more like normal interstate driving, with the addition of real winter — lake-effect snow off Erie and Ontario can shut runs down. State income tax is high; many drivers based here run out-of-state lanes to keep the math working.
Related guides
- Best trucking companies in Freeport, New York
- CDL driver salary in Freeport, New York
- Best owner-operator companies in New York
Where this data comes from
The score is built from four buckets. Thirty percent compensation, drawn from real active job postings and modified by bonus and settlement structure. Twenty-five percent safety, from FMCSA SAFER. Twenty-five percent benefits, scored hiring-type-aware. Twenty percent operational performance, drawn from how carriers actually behave toward applicants. Updated July 2026.