Owner Operator CDL Driver Jobs in Massachusetts July 2026

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.

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

Sheppard Logistics Group

Owner Operator/ Fleet Owner - Reefe

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

Effortless Dispatch: Seamlessly manage your loads with our state-of-the-art Transportation Management System (TMS). Experience streamlined broker-to-carrier communication, real-time load tracking, and easy access to historical load information for reports and invoices.
24/7 Dispatch Support: Our team is available around the clock to ensure your freight is managed efficiently, no matter the hour. 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.

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)

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

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

OUR OWNER OPERATOR TRUCK DRIVERS AVERAGE $7,000 - $9,000 GROSS PER WEEK
Available 24/7 Dispatch Team. No forced Dispatch
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

$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
20+ years experience in dispatching. Abundant Freight
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
ACCEPTING Owner Operators NATIONWIDE. MUST HAVE YOUR OWN AUTHORITY!

TPA Cargo Solutions LLC

CDL A Owner Operator | $4,000-5,000 take-home

Hiring in Massachusetts and 46 other locations
Owner Operator
Flexible
85% Of gross

Personal dispatcher. No forced dispatch
Drop & hook, live load & live unload loads
Average owner operator gets a paycheck of $4,000-$5,000 per week after all expenses

Consistent Back To Back Loads

$4,000-$5,000 Weekly Take-home

Professional No Forced Dispatch

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.
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.

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

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.
Benefits: Dental insurance, Health insurance, Referral program, Vision insurance
Drivers are treated with respect by dispatchers. You're a person, not just a truck number.

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