Updated July 2026
Best Owner-Operator Companies in San Diego, California (July 2026)
Through July 2026, 200 carriers in San Diego, California contract owner-operators across the lanes Lanefinder tracks. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. INLAND EMPIRE LLC follows at $7,875/week gross. San Diego handles the Otay Mesa port of entry — one of the busiest US-Mexico commercial crossings — with cross-border manufacturing, biotech and pharmaceutical freight, and Port of San Diego supporting regional distribution.
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 San Diego, California compares to California
| San Diego, California | California top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $7,576 | $6,881 | +10% |
| Dedicated routes | 40% | 50% | -10 pt |
| Riders-allowed policies | 84% | 90% | -6 pt |
Source: Lanefinder index, July 2026
Among the figures above, average weekly pay is where San Diego, California differs most from California — 10% above statewide.
The owner-operator carriers leading San Diego, California 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 San Diego, California this month on the composite ranking. ROLLING ON WHEELS LLC's FMCSA score is strongest on driver fitness — 96th percentile. Lanefinder's application data flags ROLLING ON WHEELS LLC as a responsive employer.
#2INLAND EMPIRE LLC — $7,875/wk
INLAND EMPIRE LLC is active in San Diego, California with a current open requisition.
#3OVERLOG INC — $7,250/wk
OVERLOG INC tracks as a responsive employer on application-response data.
Also in the top 10: #4 Rickman Transport, LLC at $9,250/wk, #5 GNS TRUCKING INC at $9,000/wk, #6 Ali Star Inc at $10,000/wk, #7 Always Franklin LLC at $8,250/wk, #8 TP TRUCKING at $8,500/wk, #9 IKKO LOGISTICS LLC at $8,250/wk, #10 BLUE LIGHTNING LOGISTICS at $7,000/wk.
How drivers spend their time on the road in San Diego, California
The route mix in San Diego, California this month tilts OTR: 10% regional, 89% OTR, 1% local, 0% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 3% of San Diego, California postings; dedicated routes at 36%; take-truck-home at 86%. Pet-friendly policies appear at 72% and riders-allowed at 69%.
Driving CDL in California
California is one of the toughest states to drive CDL in the country, and one of the most lucrative for the right setup. CARB clean-truck enforcement is the most aggressive in the US, so newer equipment is effectively required for fleet work — if you're owner-op, plan the truck purchase around it. Drayage out of LA / Long Beach and warehouse-rotation work in the Inland Empire pay near the top of the national scale, but cost of living is brutal. The mountain passes (Cajon, Grapevine, Donner) add real winter complexity that most other Southwest lanes don't. Drivers with serious mountain experience earn it back.
Related guides
- Best trucking companies in San Diego, California
- CDL driver salary in San Diego, California
- Best owner-operator companies in California
The methodology behind the rankings
Rankings combine four signals: compensation (30%) including pay percentile, sign-on bonuses, guaranteed pay, and settlement frequency; FMCSA safety (25%); benefits (25%) scored differently for W2 vs owner-operator carriers; and operational performance (20%) measuring employer responsiveness and fleet scale. Recomputed monthly from real active job postings. Updated July 2026.