Updated July 2026
Best Owner-Operator Companies in Lake Oswego, Oregon (July 2026)
437 owner-operator carriers are currently posting jobs in Lake Oswego, Oregon as of July 2026. 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.
Where owner-operator pay is strongest in Lake Oswego, 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 is number-one in Lake Oswego, Oregon this month on the composite ranking. ROLLING ON WHEELS LLC's top FMCSA dimension is driver fitness, in the 96th percentile. Driver applications get a faster-than-median response in Lake Oswego, Oregon.
#2INLAND EMPIRE LLC — $7,875/wk
INLAND EMPIRE LLC sits in the 89th percentile for gross weekly revenue among Lake Oswego, Oregon carriers.
#3WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. Driver applications get a faster-than-median response in Lake Oswego, Oregon.
Also in the top 10: #4 OVERLOG INC at $7,250/wk, #5 Rickman Transport, LLC at $9,250/wk, #6 Ali Star Inc at $10,000/wk, #7 BB8 FREIGHT CO at $12,666/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 TP TRUCKING at $8,500/wk.
Lane mix and benefits across Lake Oswego, Oregon
Of active CDL postings in Lake Oswego, Oregon this month, 7% are regional and 91% are OTR (long-haul). Local and semi-local routes account for the remaining 2%.
Guaranteed pay is on offer at 1% of Lake Oswego, Oregon postings; dedicated routes at 26%; take-truck-home at 92%. Pet-friendly policies appear at 74% and riders-allowed at 72%.
Lake Oswego, Oregon vs Oregon: the numbers that diverge
Lake Oswego, 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 Lake Oswego, Oregon
- CDL driver salary in Lake Oswego, Oregon
- Best owner-operator companies in Oregon
How we compile these rankings
Carriers are scored against carriers in their own market. The composite is 30% compensation (pay + bonus + guaranteed pay + settlement cadence), 25% FMCSA safety, 25% benefits (W2 vs owner-op scoring), and 20% operational performance (responsiveness + fleet scale). No paid placement — the weights are the same for every carrier in the index. Updated July 2026.