Updated July 2026
Best Owner-Operator Companies in Leesburg, Virginia (July 2026)
Through July 2026, 591 carriers in Leesburg, Virginia contract owner-operators across the lanes Lanefinder tracks. ROLLING ON WHEELS LLC leads with an average gross weekly revenue of $5,500. Performance Trucking Inc follows at $8,000/week gross. Virginia freight is anchored by the Port of Virginia at Norfolk and Hampton Roads, the deepest commercial harbor on the East Coast (55 ft after the Gateway dredging program), with I-95 / I-64 / I-81 truck corridors connecting it to the mid-Atlantic and Southeast markets.
What changed in July 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Leesburg, Virginia's top owner-operator carriers right now
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 Leesburg, Virginia this month on the composite ranking. Strongest FMCSA dimension is driver fitness — 96th percentile. 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 Leesburg, Virginia.
#3WINNERS TRANSPORTATION LLC — $2,437/wk
WINNERS TRANSPORTATION LLC ranks in the 96th percentile for hours-of-service compliance on FMCSA SAFER data. WINNERS TRANSPORTATION LLC tracks as a responsive employer on application-response data.
Also in the top 10: #4 INLAND EMPIRE LLC at $7,875/wk, #5 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #6 OVERLOG INC at $3,613/wk, #7 WIDER GROUP INC at $6,250/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 BB8 FREIGHT CO at $12,666/wk.
What Leesburg, Virginia drivers actually run
Of active CDL postings in Leesburg, Virginia this month, 9% are regional and 90% are OTR (long-haul). Local and semi-local routes account for the remaining 1%.
Across Leesburg, Virginia CDL postings: 2% with guaranteed pay, 28% dedicated, 93% take-truck-home, 73% pet-friendly, 70% riders-allowed.
Where Leesburg, Virginia differs from the Virginia baseline
Among the figures above, average weekly pay is where Leesburg, Virginia differs most from Virginia — 8% above statewide.
Driving CDL in Virginia
Virginia freight is anchored by the Port of Virginia at Norfolk and Hampton Roads — the deepest commercial harbor on the East Coast and a top-tier US container gateway. The I-95 / I-64 / I-81 truck corridors connect Norfolk to mid-Atlantic and Southeast markets, with I-81 north-south through the Shenandoah Valley a major regional freight spine. Cost of living varies widely (high in Northern Virginia, moderate elsewhere). Virginia has a moderate graduated state income tax. Northern Virginia (DC suburbs) congestion is consistently top-tier; central and western VA is generally easier driving.
Related guides
- Best trucking companies in Leesburg, Virginia
- CDL driver salary in Leesburg, Virginia
- Best owner-operator companies in Virginia
Where this data comes from
Compensation is the largest single weight at 30% — pay percentile, sign-on bonus, guaranteed-pay availability, and settlement cadence. FMCSA safety contributes 25%, built from five SAFER dimensions with unsafe-driving and hours-of-service weighted 2× heavier. Benefits contribute 25%, scored separately for W2 versus owner-operator and 1099 carriers. Operational performance — application responsiveness and fleet scale — contributes 20%. Updated July 2026.