Updated September 2026
Best Owner-Operator Companies in Medford, Massachusetts (September 2026)
Medford, Massachusetts has 494 active owner-operator carriers as of September 2026. The carriers ranked below are scored on real driver pay, FMCSA safety, benefits, and how they treat applicants. 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.
Medford, Massachusetts's top owner-operator carriers right now
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 Medford, Massachusetts this month on the composite ranking. Gross weekly revenue here lands in the 93rd percentile across Medford, Massachusetts. Strongest FMCSA dimension is driver fitness — 87th percentile. Application-response data flags this carrier as a responsive employer.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. WINNERS TRANSPORTATION LLC responds to driver applications more reliably than the Medford, Massachusetts median.
#3TITANIUM AMERICAN TRUCKING INC — $6,250/wk
TITANIUM AMERICAN TRUCKING INC ranks in the 98th percentile for hours-of-service compliance on FMCSA SAFER data.
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 Medford, Massachusetts drivers actually run
8% of Medford, Massachusetts's active CDL postings are regional and 92% are OTR; local plus semi-local accounts for the rest (0%).
Guaranteed pay is on offer at 2% of Medford, Massachusetts postings; dedicated routes at 28%; take-truck-home at 93%. Pet-friendly policies appear at 73% and riders-allowed at 70%.
Medford, Massachusetts vs Massachusetts: the numbers that diverge
Medford, Massachusetts's biggest divergence from Massachusetts is on average weekly pay, 5% above the state 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 Medford, Massachusetts
- CDL driver salary in Medford, Massachusetts
- Best owner-operator companies in Massachusetts
How we compile these rankings
Four weighted components. Compensation carries 30% and includes pay percentile, sign-on bonus tier, guaranteed-pay availability, and settlement frequency. FMCSA safety carries 25%, built from five SAFER dimensions. Benefits carry 25%, scored separately for W2 versus owner-operator carriers. Operational performance carries 20%, measuring application responsiveness and fleet scale. Updated September 2026.