Updated September 2026
Best Owner-Operator Companies in Waltham, Massachusetts (September 2026)
496 owner-operator carriers are hiring in Waltham, Massachusetts this September 2026. RAY'S TRANSPORT INC leads with an average gross weekly revenue of $8,500 and an average $2,000 sign-on bonus. WINNERS TRANSPORTATION LLC follows at $2,657/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 September 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 Waltham, Massachusetts this month
The top of the list is RAY'S TRANSPORT INC at $8,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1RAY'S TRANSPORT INC — $8,500/wk
RAY'S TRANSPORT INC is number-one in Waltham, Massachusetts this month on the composite ranking. Pay sits above the 88th percentile in the Waltham, Massachusetts market. RAY'S TRANSPORT INC's FMCSA score is strongest on driver fitness — 87th percentile. Lanefinder's application data flags RAY'S TRANSPORT INC as a responsive employer.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. The carrier tracks as a responsive employer on Lanefinder's data.
#3TITANIUM AMERICAN TRUCKING INC — $6,250/wk
TITANIUM AMERICAN TRUCKING INC's FMCSA score is strongest on hours-of-service compliance — 98th percentile.
Also in the top 10: #4 Rickman Transport, LLC at $9,250/wk, #5 Ali Star Inc at $10,000/wk, #6 BLUE LIGHTNING LOGISTICS at $7,000/wk, #7 LOAD MONSTER INC at $2,450/wk, #8 KILO METER LOGISTIC INC at $7,500/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 MEGA TRUCKS INC at $13,500/wk.
What Waltham, Massachusetts drivers actually run
8% of Waltham, Massachusetts's active CDL postings are regional and 92% are OTR; local plus semi-local accounts for the rest (0%).
Across Waltham, Massachusetts CDL postings: 2% with guaranteed pay, 28% dedicated, 93% take-truck-home, 73% pet-friendly, 70% riders-allowed.
How Waltham, Massachusetts compares to Massachusetts
Among the figures above, average weekly pay is where Waltham, Massachusetts differs most from Massachusetts — 5% above statewide.
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 Waltham, Massachusetts
- CDL driver salary in Waltham, Massachusetts
- Best owner-operator companies in Massachusetts
Where this data comes from
Compensation, FMCSA safety, benefits, and operational performance — weighted 30, 25, 25, and 20 percent respectively. Compensation extends beyond headline pay to include sign-on bonus tier and settlement cadence. Benefits scoring differs by hiring type because the perks that matter to a W2 driver and a contractor are not the same. Updated September 2026.