Updated July 2026
Best Owner-Operator Companies in Owensboro, Kentucky (July 2026)
Lanefinder is tracking 629 owner-operator carriers in Owensboro, Kentucky (July 2026). ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. Performance Trucking Inc follows at $8,000/week gross. Kentucky is home to UPS Worldport in Louisville, the largest air cargo sort facility in the US, with I-65 / I-71 / I-75 truck corridors feeding automotive assembly plants and a major bourbon-export manufacturing cluster.
What changed in July 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
How Owensboro, Kentucky compares to Kentucky
| Owensboro, Kentucky | Kentucky top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,119 | $5,417 | +13% |
| Sign-on bonus rate | 30% | 24% | +6 pt |
| Riders-allowed policies | 92% | 86% | +6 pt |
Source: Lanefinder index, July 2026
Among the figures above, average weekly pay is where Owensboro, Kentucky differs most from Kentucky — 13% above statewide.
Where owner-operator pay is strongest in Owensboro, Kentucky 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 is number-one in Owensboro, Kentucky this month on the composite ranking. ROLLING ON WHEELS LLC ranks in the 96th percentile for driver fitness on FMCSA SAFER data. ROLLING ON WHEELS LLC tracks as a responsive employer on application-response data.
#2Performance Trucking Inc — $8,000/wk
Performance Trucking Inc's gross weekly revenue ranks in the 93rd percentile across Owensboro, Kentucky.
#3WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC'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 INLAND EMPIRE LLC at $7,875/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #6 Tradewinds Logistics at $5,500/wk, #7 OVERLOG INC at $3,613/wk, #8 WIDER GROUP INC at $6,250/wk, #9 BLUE LIGHTNING LOGISTICS at $7,000/wk, #10 BB8 FREIGHT CO at $12,666/wk.
Lane mix and benefits across Owensboro, Kentucky
Of active CDL postings in Owensboro, Kentucky this month, 9% are regional and 90% are OTR (long-haul). Local and semi-local routes account for the remaining 1%.
Across Owensboro, Kentucky CDL postings: 2% with guaranteed pay, 26% dedicated, 94% take-truck-home, 74% pet-friendly, 70% riders-allowed.
Driving CDL in Kentucky
Kentucky is home to UPS Worldport in Louisville, the largest air cargo sort facility in the US, which generates enormous regional trucking demand around the nightly sort cycle. The I-65 / I-71 / I-75 corridors feed automotive assembly (Toyota Georgetown, Ford Louisville) and bourbon distillery distribution. Coal freight from eastern KY mines runs east-west to power plants and rail terminals. Cost of living is below the national average. Kentucky has a low flat state income tax. I-75 through the eastern KY mountains in winter is no joke.
Related guides
- Best trucking companies in Owensboro, Kentucky
- CDL driver salary in Owensboro, Kentucky
- Best owner-operator companies in Kentucky
How we compile these rankings
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 July 2026.