Owner Operator CDL Driver Jobs in Massachusetts April 2026

Industrial Cargo Logistics Inc

Owners-Operators - Flatbed/Step Deck/Conestoga

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

A+ Insurance with $250k of coverage
Main load and partials, we don't let the truck travel half empty, any available space on the trailer is used.
Best rates negotiation. Reputable brokers. Trip planning.

A+ Insurance with $250k coverage

USA Based Dispatchers

Direct Freight

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

NO BALLOON PAYMENT. Walk away lease.
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

UST Logistical Systems, Inc.

Non-CDL Owner Operators Team Truck Drivers

Hiring in Massachusetts and 46 other locations
Owner Operator
Flexible
$200,000 Per year

This is a business opportunity for Independent Owner Operators.
Pay: Up to $200,000.00 per year.
Consistent routes. Weekly settlements. Daily bonus potential.

Alpha Express LLC

CDL A Owner Operator | 90% of Gross

Hiring in Massachusetts and 46 other locations
Owner Operator
Flexible
$30,000 - 35,000 Per month

Have your own Semi-Truck? Owner Operator Truck Drivers earn 90% of Load Gross!
Benefits: Health insurance, Referral program.
We offer Freight in all 48 states! Run the areas you want!

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

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...

Fox Carriers

Class A Dry Van 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
$2000 sign-on (after 6 months) and driver referral bonuses
Emergency Road Repair Advances

I&A LOGISTICS LLC

CDL A Owner Operator

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

So right now we got the contracts with new Amazon, Honda, Ford, GM FedEx, UPS
For driver with TWIC card we work with UIIA, so the payment is much more higher
Company fee 12% from total gross. Available amazon load board with 100% performance

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!
$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
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

Global Transportation LLC

Hiring Owner Operators - 27 Reefers Left

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

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.
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.
No Problem! We have dozens of testimonials and we can put you in touch with REAL drivers, RIGHT away! Or just walk up to any of our Drivers you see on the road and ask them what they think about their company, not many companies can boldly say this I can assure you that.

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Reefe

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

Sheppard Logistics Group is a trusted leader in freight dispatching and compliance services for owner-operators, fleet owners, and trucking companies.
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.
Compliance Confidence: We handle the complexities of driver and vehicle compliance, so you can focus on your core business. Profitability Partner: Sheppard Logistics Group is dedicated to enhancing your bottom line through insightful BEP analysis and cost control strategies.

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 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.

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