Updated September 2026
Best Owner-Operator Companies in Hempstead, New York (September 2026)
There are 547 owner-operator carriers currently posting jobs in Hempstead, New York. The ranking below reflects active jobs as of September 2026, not historical pay surveys. 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. 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 September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where Hempstead, New York differs from the New York baseline
| Hempstead, New York | New York top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,610 | $5,511 | +20% |
| Dedicated routes | 52% | 41% | +11 pt |
Source: Lanefinder index, September 2026
Among the figures above, average weekly pay is where Hempstead, New York differs most from New York — 20% above statewide.
The owner-operator carriers leading Hempstead, New York 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 Hempstead, New York ranking with the strongest composite score across pay, safety, benefits, and operational signals. RAY'S TRANSPORT INC pays above the 89th percentile on gross weekly revenue for the Hempstead, New York market. RAY'S TRANSPORT INC's top FMCSA dimension is driver fitness, in the 87th percentile. Driver applications get a faster-than-median response in Hempstead, New York.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC ranks in the 92nd percentile for driver fitness on FMCSA SAFER data. WINNERS TRANSPORTATION LLC tracks as a responsive employer on application-response data.
#3TITANIUM AMERICAN TRUCKING INC — $6,250/wk
TITANIUM AMERICAN TRUCKING INC's FMCSA score is strongest on hours-of-service compliance — 98th percentile.
Also in the top 10: #4 WIDER GROUP INC at $6,250/wk, #5 BLUE LIGHTNING LOGISTICS at $7,000/wk, #6 Ali Star Inc at $10,000/wk, #7 LOAD MONSTER INC at $2,450/wk, #8 KILO METER LOGISTIC INC at $7,500/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 AIA TRUCKING INC at $3,450/wk.
How drivers spend their time on the road in Hempstead, New York
9% of Hempstead, New York's active CDL postings are regional and 89% are OTR; local plus semi-local accounts for the rest (2%).
Across Hempstead, New York CDL postings: 2% with guaranteed pay, 30% dedicated, 91% take-truck-home, 71% pet-friendly, 68% 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 Hempstead, New York
- CDL driver salary in Hempstead, New York
- Best owner-operator companies in New York
The methodology behind the rankings
The composite score is 30% compensation, 25% FMCSA safety, 25% benefits, and 20% operational performance. Pay percentiles are computed against carriers currently hiring in each market; FMCSA percentiles come from SAFER and weight unsafe-driving and hours-of-service violations 2× heavier than the other three dimensions. Updated September 2026.