Updated September 2026
Best Owner-Operator Companies in Vermont (September 2026)
525 carriers in Vermont 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. Vermont freight runs on I-89 and I-91 through a small market, with dairy products, specialty food manufacturing, and building materials comprising most loads and seasonal agriculture adding volume in harvest months.
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 owner-operator pay is strongest in Vermont 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 leads the Vermont market on combined gross revenue and ranking score this month. Pay sits above the 89th percentile in the Vermont market. RAY'S TRANSPORT INC's FMCSA score is strongest on driver fitness — 87th percentile. RAY'S TRANSPORT INC responds to driver applications more reliably than the Vermont median.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#3TITANIUM AMERICAN TRUCKING INC — $6,250/wk
TITANIUM AMERICAN TRUCKING INC ranks in the 98th percentile for hours-of-service compliance on FMCSA SAFER data.
Also in the top 10: #4 WIDER GROUP INC at $6,250/wk, #5 Ali Star Inc at $10,000/wk, #6 BLUE LIGHTNING LOGISTICS at $7,000/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 TITAN FREIGHT LINES INC at $8,500/wk.
How drivers spend their time on the road in Vermont
Of active CDL postings in Vermont this month, 7% are regional and 92% are OTR (long-haul). Local and semi-local routes account for the remaining 1%.
Across Vermont CDL postings: 2% with guaranteed pay, 29% dedicated, 92% take-truck-home, 73% pet-friendly, 70% riders-allowed.
Driving CDL in Vermont
Vermont freight runs on I-89 and I-91 through a small market with low population density. Dairy products, specialty food manufacturing (Ben & Jerry's, Cabot, others), and building materials comprise most loads. Seasonal agriculture (apples, maple syrup in spring) adds volume. Cost of living is moderate to high; Vermont has a high graduated state income tax. Winter is long and severe; the state's lane network is narrower and more topographically constrained than New England neighbors. Cross-border trade with Quebec adds international-permitting consideration for some lanes.
Related guides
- Best trucking companies in Vermont
- CDL driver salary in Vermont
- Best owner-operator companies in the United States
Where this data comes from
Pay carriers against each other within the same market (30%). Layer a weighted FMCSA SAFER safety percentile on top (25%). Score the benefits package against what actually matters for the hiring type — W2 health/financial benefits or owner-op operational perks (25%). Finish with operational performance: responsiveness to driver applications plus fleet scale (20%). All percentiles are recomputed monthly. Updated September 2026.