Owner Operator CDL Driver Jobs in Massachusetts July 2025

CRST The Transportation Solution Inc

CDL-A Flatbed Owner Operator | Solo or Team

Hiring in Massachusetts and 46 other locations
Owner Operator
Flexible
75% Of gross

Owner Operator Options. Solo or Team positions. Paid Up to 75% of the Gross revenue of each load. Weekly Payroll.
Flatbed securement training program available. Fleet Manager Assistance Option or Run On Your Own.
Manual and Automatic transmissions. Variety of Trailer Rental Options. Retention Bonuses available. Pick your Own Loads.

Duka Transportation, Inc.

OTR Flatbed Owner Operators

Hiring in Massachusetts and 46 other locations
Owner Operator
Flexible
$300,000 - 360,000 Per year

Top 30% of our drivers earn $320,000 or more gross annually
Save on the fuel pumps - Company fuel cards with discount
Be home weekly or every other week

Kora Freight, Inc.

Owner Operator CDL A | $5500 per week

Hiring in Massachusetts and 46 other locations
Owner Operator
3 weeks out
$2,500 - 5,500 Per week

Pay: $2,500.00 - $5,500.00 per week.
Transport freight to and from designated locations with a semi truck.
Trucking home time: Home every 3 weeks

Hittman Transport Services, Inc.

Owner Operators CDL A Team Truck Drivers

Hiring in Massachusetts and 46 other locations
Owner Operator
Daily, Flexible
$10,000 Per week

Hittman Transport Services, Inc. is contracting owner operators.
Teams make up to $10,000 weekly. Quarterly Fuel Discount, plus Discounts at the pump.
Hittman Transport pays for the yearly expenses: tolls, fuel tax, tractor washes...

Sinbex Dispatch LLC

Owner Operators & Fleet Owners | Power Only

Hiring in Massachusetts and 47 other locations
Owner Operator
Weekly
$5,000 - 10,000 Per week

Transparency is key, and the moto we live by
Load booking, Rate negotiating, Signing rate confirmations and broker-carrier packets
Fixed commission fee. Welcome small fleet owners

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

Hiring in Massachusetts and 47 other locations
Owner Operator
Weekly
$8,000 - 12,000 Per week

Trailer Rent: $250 per week (if you don't own a trailer)
Save on fuel with our fuel card, offering discounts of up to 60 cents per gallon
Essential Requirements: Valid Plates & Regs, Hazmat Endorsement

Fox Carriers

CDL A Dry Van Semi Truck Owner Operator

Hiring in Massachusetts and 47 other locations
Owner Operator
Flexible
92% Of gross

Possibility to earn up to 92% of gross per week
Experienced & Dedicated Dispatcher.
$2000 sign-on (after 6 months) and driver referral bonuses;

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Massachusetts and 46 other locations
Owner Operator
Flexible
88% Of gross

Consistent direct customer freight, both Regional and OTR!
Flexible dispatch adjusted to your preference. Solo & Team loads
Assistance with Plates & Registration. Warm and welcoming team

FREE 30 Days Trailer Rent

Up to $0.40 fuel discount (100% to the owner)

Plates & Registration Program

Best Way Transportation LLC

Owner Operator/Fleet Owners -Flatbed

Hiring in Massachusetts and 47 other locations
Owner Operator
Flexible
$3,000 Per week

MUST OWN YOUR OWN TRUCK W/TRAILER also POWER ONLY
We are skilled with years of experience in driving and dispatching so we understand how important compliance, auditing, and recordkeeping
ACCEPTING Owner Operators NATIONWIDE. MUST HAVE YOUR OWN AUTHORITY!

Empire National Inc.

OTR Dry Van Owner Operator

Hiring in Massachusetts and 47 other locations
Owner Operator
Flexible
90% Of gross

Low company fee 10%. No authority needed. Personal dispatcher with 24/7 support
No forced dispatch - 100% Freedom to run where you want to
Fuel cards available with NASTC Discounts for TA and Petro

Logix

Owner Operators- Dry Van Truck Drivers Needed

Hiring in Massachusetts and 47 other locations
Owner Operator
Flexible
88% Of gross
/
80% Of gross

95% of loads are in the Midwest/South. East/West is optional
Must Have 2 yrs Experience.. Must Have a Reliable Tractor
Fuel cards with discounts up to $1.20 off per gallon.

Rate Cons Transparency

100% fuel discounts

Global Transportation LLC

Hiring Owner Operators - 27 Reefers Left

Hiring in Massachusetts and 47 other locations
Owner Operator
Flexible
88% Of gross

We're Global Transportation, and we're creating a HUGE buzz among the real heart of the trucking industry: independent owner / operators just like you. In-house brokerage department. Shippers know that we only hire the best drivers, so we get a constant flow of top paying loads.
Superb dispatcher training system for getting best rates from a load board. Our dispatchers are ON THE JOB 24/7 and negotiating hard for you. Highest weekly income and return on your truck investment.
More at-home time, because we keep you on the road - not wandering in the desert. Low to no pressure on you as a business operator: we handle all of the details so you can stick to do what you do best: stay on the road and get the job done.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Dry Van

Hiring in Massachusetts and 47 other locations
Owner Operator
Weekly
$4,000 Per week

Are you an owner-operator or fleet owner looking for a trusted partner to handle your freight dispatching operations seamlessly? Look no further! 24/7 Dispatch Support: Our team is available around the clock to ensure your freight is managed efficiently, no matter the hour.
Sheppard Logistics Group is a trusted leader in freight dispatching and compliance services for owner-operators, fleet owners, and trucking companies. TMS Excellence: Our TMS simplifies your logistics by providing a single platform for communication, tracking, and reporting.
Market Updates: We provide valuable insights into market conditions, rate trends, and industry developments, in addition to personalized business operation updates, tailored to individual clients, to address their specific needs and goals.

S &P Dispatching

Dry Van Owner Operator/Small Fleet Owners

Hiring in Massachusetts and 47 other locations
Owner Operator
Weekly
$6,100 Per week

Sutton & Pouncey Transportation is looking for quality, independent, Dry-Van & Reefer, owner operators, carriers and small fleets. We are dispatchers, carrier managers & logistics experts, who specialize in driver/carrier management.
We focus on low deadhead, efficient loads on profitable lanes that keep you consistently in a good and profitable position as a business. We can/will handle all factoring, as well as any issues with your loads that are within our ability.
We provide break-even point analysis, free of charge, so you can keep track of your business easily and every load run, to ensure that you are making a profit.

Freight Way Logistics LLC

Reefer Owner Operators CDLA - OTR

Hiring in Massachusetts and 47 other locations
Owner Operator
Weekly
90% Of gross

90% of the load goes to YOU. $5000 Sign-on BONUS ($1k every 2 months). Solo drivers weekly gross $10,000-$12,000. Team drivers weekly gross $16,000-$20,000
Make your own hometime, your truck, your schedule. Great opportunity for OWNER OPERATORS to be PAID FAIRLY!
Fuel Cards - 12% Rebate. I-Pass and Pre Pass. 100% No Touch Freight, reefer or dry van freight. Safety Bonus for clean inspections

Owner Operator CDL driver jobs in Massachusetts