1099 CDL Driver Jobs in Massachusetts April 2026

Xcalibur Logistics

CDL Pick-up Company Driver - Hotshot Car Hauling

Hiring in Massachusetts and 46 other locations
Flexible
$2,000 - 2,500 Per week

Competitive Compensation: Earn $2,000-2,500+ per week
Experienced Dispatch: Our dispatchers are former drivers, so they understand your needs
Top-Notch Equipment: Most of our trucks and equipment are brand new

Legal Miles

Only 3-4 Car Hauling

Small Owner Operated Fleet

CDL DNA

Lease Purchase CDL A Drivers | $0 Down

Hiring in Massachusetts and 45 other locations
Flexible
88% Of gross

We are offering Lease Purchase with $0 down. Choose the truck based on your preference and budget.
We also provide a fuel card with discounts across the US.
When you lease from us, you will be treated as owner operator which give you freedom to choose your loads, areas where you want to go and see all the rate confirmations.

ONLY FOR EXPERIENCED AND RESPONSIBLE DRIVERS

$0 Down payment

Contracted Loads

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

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

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.

Just Trucking Services

CDL A - Lease to purchase with $0 Down

Hiring in Massachusetts and 45 other locations
Flexible
$90,000 - 120,000 Per year

OTR drivers wanted willing to start their own business.
Low weekly payments. Weekly gross 6k-8k. No hidden fees
Start and grow your trucking business with us!

No Credit Check

Get One or Multiple Trucks

$0 Down for Truck and Trailer

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

Alpha Express LLC

CDL A Owner Operator | 90% of Gross

Hiring in Massachusetts and 46 other locations
Flexible
$30,000 - 35,000 Per month

Have your own Semi-Truck? Owner Operator Truck Drivers earn 90% of Load Gross!
Pay: $30,000.00 - $35,000.00 per month. Trucking driver type: Owner-operator.
Benefits: Health insurance, Referral program.

CDL DNA

CDL A Independent Contractor 1099 | 70-75 CPM

Hiring in Massachusetts and 46 other locations
3 weeks out
$0.70 - 0.75 Per mile
/
30 - 33% Of gross

You will be driving a 2021-2024 truck
Cash advances are available to you as long as you are under the load
We will keep you busy while you're on the road

Fox Carriers

Class A Dry Van Owner Operator

Hiring in Massachusetts and 47 other locations
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

Total Domination Inc

CDL A OTR Hazmat drivers Dry Van only

Hiring in Massachusetts and 47 other locations
Weekly
$0.70 - 0.75 Per mile

3,500-4,000 MILES A WEEK for SOLO
We pay all miles, empty and loaded.
We are a small fleet carrier but with a solid background partnership with customers for years

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 Dry van/Reefer Driver Position With High Miles

Hiring in Massachusetts and 45 other locations
2 weeks out, 3 weeks out
30% Of gross

We are looking for strong solo drivers that are looking for a stable employer, with a consistent freight and reliable new equipment.
At current market, our drivers make anywhere from $2,000 to $3,000 per week, depending on how hard you run.
We pay 30% of gross revenue. We don't charge any escrow from your paycheck.

Brand New Equipment

Take Home $2,000 - $3,000 per week

Great For Drivers Willing To Run Hard

GSC Heavy Hauling

CDL A Dry Van Company Drivers

Hiring in Massachusetts and 46 other locations
2 weeks out, 3 weeks out, 4 weeks out
$0.65 Per mile
/
30% Of gross

PAY: 65cpm or 30% from gross. MILES: at least 3000 a week (solo)
TRUCKS: Peterbilts and Freightliners 2020-2024 all automatic with fridge, inventor, APU
No Forced Dispatch . No Touch Freight . No Deposit (one week behind payment)

No Forced Dispatch

No Touch Freight

No Deposit

CDL DNA

CDL A - Lease Rental - Maintenance Included

Hiring in Massachusetts and 35 other locations
3 weeks out, 2 weeks out
$3,800 - 5,500 Per week

Company fee includes: Cargo & liability insurance, Trailer Insurance, Truck Insurance, Truck and trailer maintenance , IFTA...
FREE Substitute Truck program: In case of a major breakdown of your truck, we will provide you with a substitute truck in any location inside the USA 24/7.
Cash advances to get your bills paid. No contract, no strings attached. You can leave anytime.

$0 Down payment

Full Rate Con Transparency

Maintenance Included

1099 CDL driver jobs in Massachusetts