1099 CDL Driver Jobs in Massachusetts August 2026

A&V Cargo Inc

Small Fleet Is Hiring A Company Driver

Hiring in Massachusetts and 46 other locations
2 weeks out
30% Of gross
/
$0.60 Per mile

Small fleet is hiring. Flatbed trailer - we will haul everything that will fit on a 53ft flatbed.
Running all over Midwest, South and South East
Forwarding all rate confirmations. We offer a respectful and fair treatment, on-time salary and all around support!

Owner Operated Small Company

Full Transparency

Mold Express Inc

CDL A Flatbed Driver For Manual Truck (ELD Exempt)

Hiring in Massachusetts and 46 other locations
2 weeks out
$0.70 - 0.75 Per mile

Small fleet is hiring flatbed drivers
ELD exempt manual trucks
No escrow or hidden charges

Small Fleet

ELD Exempt

Manual Trucks

Industrial Cargo Logistics Inc

Owners-Operators - Flatbed/Step Deck/Conestoga

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

A+ Insurance with $250k of coverage
Former drivers dispatch team
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
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.

Ashley Distribution Services LTD

Regional OTR CDL-A Truck Driver | $81,000/year

Hiring in Massachusetts and 46 other locations
Weekly
$81,000 Per year

Top 25% of drivers earn $81,000 annually. Regional routes. Regular 34-hour resets at home. No-touch freight.
Mix of live load/unload and drop and hook accounts. Consistent, high weekly miles. Excellent, premium equipment.
Generous benefits package: Can add up to an additional 27% on top of your base salary! Job stability.

CDL DNA

CDL A - Lease Purchase & Rental Program - $0 Down

Hiring in Massachusetts and 46 other locations
2 weeks out
78 - 80% Of gross

Trucks are 2022-2023 Freightliners with 100k-400k miles
Dispatchers will try to maximise your weekly gross working with the spot market and their direct contracts with brokers.
You only pay for truck, fuel, and tolls.

$0 Down, No Credit check

Only for experienced drivers

All charges and trailer included in %

Kora Freight, Inc.

Owner Operator CDL A | $5500 per week

Hiring in Massachusetts and 46 other locations
3 weeks out
$2,500 - 5,500 Per week

Transport freight to and from designated locations with a semi truck.
Trucking driver type: Solo driver, Team driver
Trucking home time: Home every 3 weeks

GN GROUP INC

OTR CDL A Reffer Driver | 70CPM

Hiring in Massachusetts and 46 other locations
Flexible
$0.60 - 0.70 Per mile

GN GROUP INC experienced REEFER transportation company is looking for safe CDL class A truck drivers!
Solo Drivers starting at $0.60-$0.70 Cent Per mile. Pay: $1,500.00 - $2,800.00 per week.
CDL - Class A License. Verifiable 2 years of recent OTR Experience.

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

Just Trucking Services

Class A Independent Contractors 1099

Hiring in Massachusetts and 46 other locations
2 weeks out
$2,200 - 2,400 Per week

Steady weekly take home $
At least 3,000 weekly miles. 2-3 out weeks & 3-4 days at home (flexible)
Welcome Independent contractors to join our small family owned company

Small Family Owned Fleet

Flexible Dispatch

$2,200+ per week

CDL DNA

CDL A Team Drivers for Amazon Loads - Flat Rate

Hiring in Massachusetts and 46 other locations
4 weeks out
$1,900 Per week
/
$0.75 Per mile

Drivers that are willing to run make $2,500 - $3,200 per week
We have a great variety of trucks from 2022 to 2024 year models
We can give you north of 6,000 mi per week

$1,900 Weekly Flat Rate

Drop & Hook Loads

Team Matching Available

Sinbex Dispatch LLC

Owner Operators & Fleet Owners | Power Only

Hiring in Massachusetts and 47 other locations
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

I&A LOGISTICS LLC

CDL A Owner Operator

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

For driver with TWIC card we work with UIIA, so the payment is much more higher
Working with VIP brokers. Our drivers are doing up to 9 to 12k.
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
Flexible
88% Of gross

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

CDL DNA

CDL A Strong Solo Drivers - 1099 | Only 3 months of experience

Hiring in Massachusetts and 46 other locations
3 weeks out
$0.63 - 0.70 Per mile

We are looking for a strong a solo driver, who is hungry to making a good income by putting in a hard work.
We are ready to hire drivers with little experience, as well as experienced drivers.
We have driver assistants that speak Spanish available at all times.

Welcome Strong Solo Drivers

Large Latino Drivers Community

Get A Lot Of Miles

1099 CDL driver jobs in Massachusetts