Updated May 2026
Best Owner-Operator Companies in Woburn, Massachusetts (May 2026)
There are 497 owner-operator carriers currently posting jobs in Woburn, Massachusetts. The ranking below reflects active jobs as of May 2026, not historical pay surveys. YANKEE FREIGHT SYSTEMS LLC leads with an average gross weekly revenue of $5,491 and an average $2,000 sign-on bonus. Zmile Inc follows at $3,750/week gross. Massachusetts freight runs on the I-90 / I-93 / I-95 metro grid through Boston, with Port of Boston handling bulk and container cargo and a major concentration of biotech and pharmaceutical manufacturing requiring cold-chain and hazmat lanes.
What changed in May 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 Woburn, Massachusetts this month
The top of the list is YANKEE FREIGHT SYSTEMS LLC at $5,491/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1YANKEE FREIGHT SYSTEMS LLC — $5,491/wk
YANKEE FREIGHT SYSTEMS LLC leads the Woburn, Massachusetts market on combined gross revenue and ranking score this month. Strongest FMCSA dimension is hours-of-service compliance — 98th percentile. Application-response data flags this carrier as a responsive employer.
#2Zmile Inc — $3,750/wk
Zmile Inc ranks in the 98th percentile for hours-of-service compliance on FMCSA SAFER data. Driver applications get a faster-than-median response in Woburn, Massachusetts.
#3AD EXPRESS TRUCKING LLC — $2,416/wk
AD EXPRESS TRUCKING LLC responds to driver applications more reliably than the Woburn, Massachusetts median. The comp package includes a guaranteed-pay structure — useful when freight slows.
For guaranteed weekly pay, AD EXPRESS TRUCKING LLC is the only top-10 Woburn, Massachusetts carrier offering it.
Also in the top 10: #4 TAZ TRUCKING INC at $10,999/wk, #5 D-LINE TRUCKING INC at $5,750/wk, #6 INLAND EMPIRE LLC at $7,875/wk, #7 Rickman Transport, LLC at $9,250/wk, #8 Ali Star Inc at $10,000/wk, #9 BLUE LIGHTNING LOGISTICS at $7,000/wk, #10 TITAN FREIGHT LINES INC at $8,500/wk.
What Woburn, Massachusetts drivers actually run
8% of Woburn, Massachusetts's active CDL postings are regional and 91% are OTR; local plus semi-local accounts for the rest (1%).
Guaranteed pay is on offer at 1% of Woburn, Massachusetts postings; dedicated routes at 28%; take-truck-home at 93%. Pet-friendly policies appear at 74% and riders-allowed at 71%.
How Woburn, Massachusetts compares to Massachusetts
The largest gap is on average weekly pay: Woburn, Massachusetts sits 6% above the Massachusetts baseline.
Driving CDL in Massachusetts
Massachusetts freight runs on the I-90 / I-93 / I-95 grid through Boston, with the Port of Boston handling bulk and container cargo. A dense biotech and pharmaceutical manufacturing cluster around Cambridge / Boston / Worcester requires cold-chain and hazmat-eligible lanes. The Big Dig tunnels have truck-height and hazmat restrictions worth checking before routing. Boston congestion is consistently in the worst US tier. Cost of living is among the highest nationally. Massachusetts has a moderate flat state income tax with an added surtax on very high incomes (not relevant for most drivers).
Related guides
- Best trucking companies in Woburn, Massachusetts
- CDL driver salary in Woburn, Massachusetts
- Best owner-operator companies in Massachusetts
Where this data comes from
Composite-score formula: compensation × 0.30, FMCSA safety × 0.25, benefits × 0.25, operational performance × 0.20. Compensation is anchored on pay percentile and lifted by sign-on bonus tier and guaranteed-pay availability. Operational performance is built mostly from driver-application response data in Lanefinder's platform, with fleet-scale percentile contributing a smaller portion. Updated May 2026.