Owner Operator CDL Driver Jobs in Massachusetts February 2026

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Massachusetts and 46 other locations
Owner Operator
Flexible
90% Of gross

90 Percent of Gross Pay! 24/7/365 Dispatch and Road Service. Weekly Pay Via Direct Deposit.
100% Fuel Advance with Competitive Fuel Discounts. Premium Health Benefits Package.
Reefer, Open-Deck, And Dry van Trailer Rental for as low as $250 per week. Full Service.

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.

Magari Enterprises, Inc.

CDL A Lease To Purchase Owner Operator

Hiring in Massachusetts and 45 other locations
Owner Operator
Flexible
$6,000 - 9,000 Per week

0$ Payment Down and NO credit check history.
Fuel card. Fuel discount. Referral program.
Passenger ride along program.

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

Jim Lawrence Transportation, Inc.

Owner Operators OTR CDL A Truck Driver

Hiring in Massachusetts and 46 other locations
Owner Operator
Weekly, Flexible
$100,000 - 290,000 Per year

Pay: $100,000.00 - $290,000.00 per year.
Drivers are treated with respect by dispatchers. You're a person, not just a truck number.
Drivers are home most weekends. No forced dispatch

Fox Carriers

Class A Dry Van Owner Operator

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

You choose what time to work. 24/7 Driver Support
Possibility to earn up to 92% of gross per week
$2000 sign-on (after 6 months) and driver referral bonuses

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

90/10 Split: You Keep the Majority of Your Earnings!
Trailer Rent: $250 per week (if you don't own a trailer)
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

Experienced & Dedicated Dispatcher.
24/7 Driver Support. Emergency Road Repair Advances
Cargo and Liability Insurance. Fuel Cards

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!
88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
Flexible dispatch adjusted to your preference. Solo & Team loads

FREE 30 Days Trailer Rent

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

Plates & Registration Program

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

Truck Owner / Operators: Get High-Grossing Loads 24/7. Real people. Real Support. Gross $10k-$12k a week. Wouldn't that be a load off your shoulders? Proven success rate. Brokers and shippers KNOW they can trust Global Transportation to deliver, so we're #1 on their go-to list.
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.
Our Owner Operators gross between $10k - $12k per week and keep 88% of that. Our exceptional driver support is what makes us #1. Want to hear from REAL drivers about why they LOVE Global Transportation.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Reefe

Hiring in Massachusetts and 47 other locations
Owner Operator
Weekly
$5,000 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!
With a relentless commitment to excellence, we handle all day-to-day freight dispatching operations, providing 24/7 dispatch support and ensuring compliance with driver regulations and vehicle maintenance management.
Flexibility: As a contract-based opportunity, you can maintain your independence as a business owner while enjoying the benefits of our support services.

S &P Dispatching

Reefer Owner Operator/Small Fleet Owners

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

We partner with you to help relieve the stress the trucking the trucking business can bring. We are lane mindset oriented, focused on finding and putting our carriers on the highest paying, most profitable lanes.
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.
Break-even analysis for your business to make sure you are running in the profit zone. 24/7 Dispatching service. Carrier packet setup. Compliance assistance & management. Lane specific placement to ensure the best rates for you

Soloymi Inc.

Owner Operators Dry Van needed 88%

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

Hello fellow Owner Operators, please read the info below and call/text/apply if you like what you see. We do not have forced dispatch, but if you try to choose loads at this time that will bring no good.
You probably won't make a fortune in this market, but if you make your pickups and deliveries on time, we will keep you running every day.
We can get $2.00-$2.20 per mile at this time. Doing more complicated loads can bring you a little bit better average. We use Motive/Keeptruckin log books.

Owner Operator CDL driver jobs in Massachusetts