Owner Operator CDL Driver Jobs in Massachusetts August 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

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.
NO BALLOON PAYMENT. Walk away lease.
Fuel card. Fuel discount. Referral program.

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.

FRANKLIN FREIGHT SOLUTIONS LLC

Owner Operator CDL A OTR / REGIONAL

Hiring in Massachusetts and 47 other locations
Owner Operator
Flexible
86% Of gross

Available 24/7 Dispatch Team. No forced Dispatch
Will Help With Insurance Claims. Work With Factoring Companies
Loads From FedEx, Amazon, and JB Hunt

Fuel discounts

Drivers Recruiting Help

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
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

Empire National Inc.

OTR Dry Van Owner Operator

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

Empire National Inc Owner Operators get 90% of the gross rate On average, our owner operators make $6-8 k + gross weekly!
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
We pay 88% + expanses or 80%; Depending on whichever option you prefer

Rate Cons Transparency

100% fuel discounts

Leader Freight Systems

OTR DRY VAN OWNER OPERATORS

Hiring in Massachusetts and 47 other locations
Owner Operator
2 weeks out
91% Of gross

Get .20-.30cpg on more than 1300 gas stations across the state - Pilot, Love's, Flying J, and Speedway
Company provides: Plates if needed, I-pass for tolls (weekly deductions)
FIRST WEEK IS FREE OF CHARGE (NO TRAILER RENT, NO CARGO INSRUANCE AND AUTO LIABILITY IN FIRST WEEK)

Leader Freight Systems

OTR FLATBED OWNER OPERATORS

Hiring in Massachusetts and 47 other locations
Owner Operator
2 weeks out
91% Of gross

Company based out of Chicago, IL. The company fee is ONLY 9%
Solo gross up to $10,000 (flatbed). Estimated gross for drivers who stay 2+ weeks
No forced dispatch (we encourage you to run the loads that we provide)

Beemac Trucking

Class A Owner Operators - Flatbed

Hiring in Massachusetts and 47 other locations
Owner Operator
Weekly
$2,000 - 3,000 Per week

We are currently looking for Class A CDL Owner Operators. Owner Operator company. Dry Van will Gross $5,000-$6,000 a Week. Flatbed will Gross $6,000-$8,000 a Week.
Home Every Weekend or you can stay out multiple weeks. Company Paid Liability and Cargo Insurance. No IFTA Charges. Insurance Program. 100% Non-Forced Dispatch.
National Fuel Discount Program ( Average $0.50 to $0.80 off ). Tag Program. Trailer Rental Program. FSC. Must Have at least 2 Years of CDL A Experience.

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.
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.

Clean Harbors

Owner Operator-Class A Dry Van

Hiring in Massachusetts and 47 other locations
Owner Operator
2 weeks out
$4,500 Per week

$7500 Sign-on Bonus Available. Clean Harbors San Jose, CA location is looking for an OTR Class A Dry Van Driver to join their safety-conscious team! Average annual driver salary: $250K+/yr
Our Class A Driver is responsible for running a route from San Jose, CA to Salt Lake City, UT, running 2800 miles a week. Primarily driving tractor/trailer combos, this position requires traveling away from home for up to 12-14 days at a time.
Clean Harbor is an equal-opportunity employer. We do not discriminate against applicants due to race, ancestry, color, sexual orientation, gender identity, national origin, religion, age, physical or mental disability, veteran status, or based on any other federal, state/provincial, or local protected class.

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.
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.
S&P alleviates the pressure and stress of searching, booking and dispatching loads, as well as all the paperwork and on-boarding that comes with that, so you and your drivers can focus on safety and making more money.
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.

Max Move LLC

CDL A Owner Operator OTR- Dry Van

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

We value our greatest asset, our drivers, and demonstrate that every day. At our company you're know by your name, not by your truck number and safety is our #1 priority.
If you don't want to miss the opportunity please check with our offers and requirements, please! 88% paid to Owner Operators. Weekly payment.
Referral bonus. No touch freight. Flexible home time. 2021 or newer trucks fully loaded with equipment. Detention pay after 2 hours. You'll be your own Boss

Owner Operator CDL driver jobs in Massachusetts