1099 CDL Driver Jobs in Massachusetts November 2025

CDL DNA

NEW TRANS GROUP LTD

Hiring in Massachusetts and 46 other locations
3 weeks out, 2 weeks out
$65.00 - 67.00 Per mile

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High Miles

New Equipment

No Payment Delays

CDL DNA

CDL A HazMat Reefer Driver - Up to $0.75/mile

Hiring in Massachusetts and 46 other locations
3 weeks out
$0.65 - 0.75 Per mile

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TOP PAY FOR QUALIFIED DRIVERS

CONTRACTED STABLE FREIGHT

BRAND NEW REEFER TRAILERS

C1 Transportation Inc

CDL A Flatbed OTR Driver

Hiring in Massachusetts and 45 other locations
Flexible
30% Of gross

2021-2025 Volvo, Freightliner, International and Kenworth's
Direct Deposit weekly, payments should be received by Friday each week.
8 driver maximum per one dispatcher, which allows our dispatchers to pre-plan loads for you.

Steady Weekly Paycheck

Paid Orientation

Pre-planned Trips

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Massachusetts and 46 other locations
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.

Thompson Transportation Inc

Company CDL-A OTR Driver | Home Every Weekend

Hiring in Massachusetts and 46 other locations
Weekly
$0.50 Per mile

Minimum CDL driver pay starts at $.50 but could be higher based on CDL driving experience.
Quarterly truck driver safety bonus of $.02 added to all miles driven within the quarter.
Truck Driver averages 2,500 miles per week. 401k plan with employer match. Holiday pay.

CRST The Transportation Solution Inc

CDL-A Flatbed Owner Operator | Solo or Team

Hiring in Massachusetts and 46 other locations
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.

Marvin Keller Trucking

CDL A Driver | Lease - Purchase Owner Operator

Hiring in Massachusetts and 46 other locations
Flexible
$120,000 - 150,000 Per year

Experienced & Knowledgeable Mentors & Support Staff.
Reached Milestones of 30 Lease Purchase Contractors in 2023.
Fleet Specs to Keep Safe & Costs Low. Latest Technology.

Royal Trucking Company

Lease CDL A OTR Truck Driver

Hiring in Massachusetts and 46 other locations
Flexible
$78,000 - 100,000 Per year

Flatbed Trainees : $61K Year. Flatbed Experienced Drivers : $85K-$100K Yearly.
Zero Money Down. No Credit Check. Walk Away if the Program isn't Working for You.
Competitive Pay. Excellent Benefits. Consistent Freight.

Western Flyer Xpress

CDL Class A Lease - Purchase Reefer Driver

Hiring in Massachusetts and 46 other locations
Flexible
$1.27 - 1.32 Per mile

Rates $1.27-$1.32CPM plus FSC. 2,500 plus miles per week.
You'll be out 18 to 21 days before home time reset.
RWTL offers a new Zero Down, Lease-to-Own, $1 Buy Out Program that might be right for you.

Duka Transportation, Inc.

OTR Flatbed Owner Operators

Hiring in Massachusetts and 46 other locations
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

CDL DNA

CDL A OTR Company Driver - up to $2,600/week

Hiring in Massachusetts and 46 other locations
3 weeks out
$0.62 - 0.65 Per mile
/
27% Of gross

We deliver all over the country. Mix of direct and load board freight
3,500-4,000 miles weekly. $8,000-10,000 weekly gross
We are looking for experienced dry van truck drivers to join our growing team. Move our contracted freight, get paid on time and enjoy our professional and supporting team!

3,500 - 4,000 miles guarantee

Experienced dedicated dispatchers

Steady weekly paycheck

TPA Cargo Solutions LLC

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

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

Personal dispatcher. No forced dispatch
No touch freight. 24/7 support. Consistent back to back 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

CDL DNA

CDL A Strong Company Driver 1099 - Drop & Hook

Hiring in Massachusetts and 46 other locations
4 weeks out
$0.65 Per mile

Most of the loads are DROP-N-HOOK
We are looking specifically for drivers who can run a lot of miles and stay out for 4 weeks at the time
We have a great variety of trucks from 2022 to 2024 year models

Only For Strong Solo Drivers

$2,500 - $3,200 Per Week

Drop & Hook Loads

Transurfing Inc

CDL A Reefer & Dry van Company Driver OTR

Hiring in Massachusetts and 46 other locations
3 weeks out
$0.63 - 0.65 Per mile
/
28 - 30% Of gross

We have a lot of customer freight and need professional, responsible and safe drivers to help us move it
If you are looking for a consistent job, you are welcome to apply
Operating in Midwest and West Coast

Only For Safe and Responsible Drivers

Great New Trucks & Equipment

Consistent Direct Freight

Fox Carriers

Class A Dry Van Owner Operator

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

Possibility to earn up to 92% of gross per week
$2000 sign-on (after 6 months) and driver referral bonuses
Lots of direct customers and dedicated lanes

1099 CDL driver jobs in Massachusetts