Updated September 2026
Best Owner-Operator Companies in Springfield, Massachusetts (September 2026)
As of September 2026, 508 carriers in Springfield, Massachusetts are posting active jobs for owner-operators. 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 Springfield, 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 leads the Springfield, Massachusetts market on combined gross revenue and ranking score this month. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 93rd percentile across Springfield, 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 Springfield, Massachusetts median.
#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 KILO METER LOGISTIC INC at $7,500/wk, #8 LOAD MONSTER INC at $2,450/wk, #9 C & G TRANSPORTATION INC at $7,500/wk, #10 MEGA TRUCKS INC at $13,500/wk.
What Springfield, Massachusetts drivers actually run
The route mix in Springfield, Massachusetts this month tilts OTR: 8% regional, 92% OTR, 0% local, 0% semi-local — drawn from active postings, not historical surveys.
Guaranteed pay is on offer at 2% of Springfield, Massachusetts postings; dedicated routes at 29%; take-truck-home at 93%. Pet-friendly policies appear at 73% and riders-allowed at 71%.
How Springfield, Massachusetts compares to Massachusetts
Among the figures above, average weekly pay is where Springfield, Massachusetts differs most from Massachusetts — 6% 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 Springfield, Massachusetts
- CDL driver salary in Springfield, Massachusetts
- Best owner-operator companies in Massachusetts
The methodology behind the rankings
Carriers are scored against carriers in their own market. The composite is 30% compensation (pay + bonus + guaranteed pay + settlement cadence), 25% FMCSA safety, 25% benefits (W2 vs owner-op scoring), and 20% operational performance (responsiveness + fleet scale). No paid placement — the weights are the same for every carrier in the index. Updated September 2026.