Updated September 2026

Best Owner-Operator Companies in Lynn, Massachusetts (September 2026)

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Lanefinder tracks 494 owner-operator carriers hiring in Lynn, Massachusetts. Rankings below reflect September 2026 data: pay percentiles, FMCSA safety, benefit prevalence, and operational performance. 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.

Lynn, 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 tops the Lynn, Massachusetts ranking with the strongest composite score across pay, safety, benefits, and operational signals. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 93rd percentile across Lynn, Massachusetts. Strongest FMCSA dimension is driver fitness — 87th percentile. The carrier tracks as a responsive employer on Lanefinder's data.

#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 Lynn, 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 KILO METER LOGISTIC INC at $7,500/wk, #8 C & G TRANSPORTATION INC at $7,500/wk, #9 LOAD MONSTER INC at $2,450/wk, #10 MEGA TRUCKS INC at $13,500/wk.

How drivers spend their time on the road in Lynn, Massachusetts

The route mix in Lynn, Massachusetts this month tilts OTR: 7% regional, 92% OTR, 0% local, 0% semi-local — drawn from active postings, not historical surveys.

Guaranteed pay is on offer at 2% of Lynn, Massachusetts postings; dedicated routes at 28%; take-truck-home at 93%. Pet-friendly policies appear at 73% and riders-allowed at 70%.

How Lynn, Massachusetts compares to Massachusetts

The largest gap is on average weekly pay: Lynn, 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).

Where this data comes from

Rankings combine four signals: compensation (30%) including pay percentile, sign-on bonuses, guaranteed pay, and settlement frequency; FMCSA safety (25%); benefits (25%) scored differently for W2 vs owner-operator carriers; and operational performance (20%) measuring employer responsiveness and fleet scale. Recomputed monthly from real active job postings. Updated September 2026.

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