Updated September 2026
Best Owner-Operator Companies in Plymouth, Minnesota (September 2026)
There are 570 owner-operator carriers currently posting jobs in Plymouth, Minnesota. 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. 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 Plymouth, 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 Plymouth, Minnesota market on combined gross revenue and ranking score this month. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 94th percentile across Plymouth, Minnesota. Top FMCSA dimension here is driver fitness, in the 87th percentile. Application-response data flags this carrier as a responsive employer.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on driver fitness — 92nd percentile. WINNERS TRANSPORTATION LLC responds to driver applications more reliably than the Plymouth, Minnesota median.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. Driver applications get a faster-than-median response in Plymouth, Minnesota.
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.
How drivers spend their time on the road in Plymouth, Minnesota
Of active CDL postings in Plymouth, Minnesota this month, 7% are regional and 93% are OTR (long-haul). Local and semi-local routes account for the remaining 0%.
Guaranteed pay is on offer at 2% of Plymouth, Minnesota postings; dedicated routes at 28%; take-truck-home at 92%. Pet-friendly policies appear at 74% and riders-allowed at 71%.
Plymouth, Minnesota vs Minnesota: the numbers that diverge
| Plymouth, Minnesota | Minnesota top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,577 | $6,153 | +7% |
| Riders-allowed policies | 92% | 86% | +6 pt |
Source: Lanefinder index, September 2026
The largest gap is on average weekly pay: Plymouth, 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 Plymouth, Minnesota
- CDL driver salary in Plymouth, Minnesota
- Best owner-operator companies in Minnesota
How we compile these rankings
Pay carriers in the same market against each other (30% of the score). Add a five-dimension FMCSA safety percentile from SAFER (25%). Score benefits based on whether the carrier hires W2 drivers or contractors (25%). Layer on employer responsiveness and fleet scale (20%). The weights are fixed and public. Updated September 2026.