Updated July 2026
Best Owner-Operator Companies in Bend, Oregon (July 2026)
As of July 2026, 432 carriers in Bend, Oregon are posting active jobs for owner-operators. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. INLAND EMPIRE LLC follows at $7,875/week gross. Oregon freight moves on I-5 north-south through Portland and Eugene, with the Port of Portland handling bulk grain and auto imports, and agricultural and forestry exports — wheat, hay, lumber — generating significant outbound volumes.
What changed in July 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
The owner-operator carriers leading Bend, Oregon 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 tops the Bend, Oregon ranking with the strongest composite score across pay, safety, benefits, and operational signals. Strongest FMCSA dimension is driver fitness — 96th percentile. Application-response data flags this carrier as a responsive employer.
#2INLAND EMPIRE LLC — $7,875/wk
INLAND EMPIRE LLC sits in the 88th percentile for gross weekly revenue among Bend, Oregon carriers.
#3WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC ranks in the 96th percentile for hours-of-service compliance on FMCSA SAFER data. Application-response data flags this carrier as a responsive employer.
Also in the top 10: #4 OVERLOG INC at $7,250/wk, #5 Rickman Transport, LLC at $9,250/wk, #6 GNS TRUCKING INC at $9,000/wk, #7 Ali Star Inc at $10,000/wk, #8 BB8 FREIGHT CO at $12,666/wk, #9 BLUE LIGHTNING LOGISTICS at $7,000/wk, #10 IKKO LOGISTICS LLC at $8,250/wk.
How drivers spend their time on the road in Bend, Oregon
The route mix in Bend, Oregon this month tilts OTR: 6% regional, 93% OTR, 0% local, 1% semi-local — drawn from active postings, not historical surveys.
Across Bend, Oregon CDL postings: 1% with guaranteed pay, 26% dedicated, 92% take-truck-home, 75% pet-friendly, 73% riders-allowed.
How Bend, Oregon compares to Oregon
Bend, Oregon's biggest divergence from Oregon is on average weekly pay, 5% above the state baseline.
Driving CDL in Oregon
Oregon freight moves on I-5 north-south through the Willamette Valley (Portland-Salem-Eugene), with the Port of Portland handling bulk grain (one of the largest US wheat-export terminals) and auto imports. Agricultural and forestry exports — wheat, hay, lumber, Christmas trees in season — generate significant outbound volume. Mountain passes on I-84 east and on US-26 west of Mt. Hood are winter operational variables. Oregon has no general sales tax but a high graduated state income tax. Cost of living in Portland is high; rural OR is more affordable.
Related guides
- Best trucking companies in Bend, Oregon
- CDL driver salary in Bend, Oregon
- Best owner-operator companies in Oregon
The methodology behind the 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.