Updated September 2026
Best Owner-Operator Companies in Woodbury, Minnesota (September 2026)
Woodbury, Minnesota's owner-operator market includes 569 active carriers as of September 2026. 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. Minnesota freight moves on the I-35 / I-94 Twin Cities metro grid and reaches the Great Lakes at Duluth, with large agricultural export volumes — soybeans, corn, and wheat — and a significant medical-device manufacturing sector.
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 Woodbury, Minnesota 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 Woodbury, Minnesota market on combined gross revenue and ranking score this month. Pay sits above the 89th percentile in the Woodbury, Minnesota market. RAY'S TRANSPORT INC's FMCSA score is strongest on driver fitness — 87th percentile. Driver applications get a faster-than-median response in Woodbury, Minnesota.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. Application-response data flags this carrier as a responsive employer.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. The carrier tracks as a responsive employer on Lanefinder's data.
Also in the top 10: #4 WESTERN MOUNTAIN TRANSPORT INC at $8,750/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/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 C & G TRANSPORTATION INC at $7,500/wk, #10 AIA TRUCKING INC at $3,450/wk.
What Woodbury, Minnesota drivers actually run
7% of Woodbury, Minnesota's active CDL postings are regional and 93% are OTR; local plus semi-local accounts for the rest (0%).
Across Woodbury, Minnesota CDL postings: 2% with guaranteed pay, 28% dedicated, 92% take-truck-home, 74% pet-friendly, 71% riders-allowed.
Woodbury, Minnesota vs Minnesota: the numbers that diverge
The largest gap is on average weekly pay: Woodbury, Minnesota sits 7% above the Minnesota baseline.
Driving CDL in Minnesota
Minnesota freight moves on the I-35 / I-94 Twin Cities grid and reaches the Great Lakes at Duluth, a significant Lake Superior port. Agricultural exports — soybeans, corn, wheat — drive heavy outbound volume. A significant medical-device manufacturing sector (Medtronic and others) generates high-value freight. Winter is the dominant operational variable: sub-zero stretches affect equipment, idle-time policy, and HOS realism. Minnesota has a high graduated state income tax — among the higher rates in the country. The Twin Cities have unusually-designed truck-restricted bridges; first-time runs should consult routing notes carefully.
Related guides
- Best trucking companies in Woodbury, Minnesota
- CDL driver salary in Woodbury, Minnesota
- Best owner-operator companies in Minnesota
How we compile these rankings
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 September 2026.