Owner Operator CDL Driver Jobs in Massachusetts May 2026

Industrial Cargo Logistics Inc

Owners-Operators - Flatbed/Step Deck/Conestoga

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

Former drivers dispatch team
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

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.

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!

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
Lots of direct customers and dedicated lanes

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

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
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

We are professional, agile and our goal is to Find you good paying loads and to keep you moving
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

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
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 fee - 9%. Auto liability and Cargo insurance $250 (weekly)
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

FIRST WEEK IS FREE OF CHARGE (NO TRAILER RENT, NO CARGO INSRUANCE AND AUTO LIABILITY IN FIRST WEEK)
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

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.
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

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.
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