Owner Operators Jobs, Employment in Massachusetts Now Hiring November 2026

CDL-A Owner Operator Driver

Forward Air, Inc.

Ayer, MA 01432

Solo Owner Operators earn up to $250,000 gross per year*, with base compensation of $1.31 per loaded mile and $1.18 per empty mile plus FSC*, averaging $4,100 to $5,200 gross per week*, plus additional compensation on all miles based on load destination.

$5,000 paid out within your first year.*

A substantial fuel surcharge program

Drivers are typically out on the road 2 to 3 weeks at a time.

CDL-A

Valid Class A CDL

12+ months verifiable driving experience

Must be 23 years of age

Equipment must be newer than 10 years old

New, Posted 1 day ago

Recommended

Solo Owner Operators / CDL-A / $200K - $250K Yearly

Clark Transfer

Lenox Dale, MA 01242

$3,500/wk

OnsiteUrgently HiringHealth Insurance

Most singles earn $200,000 to $250,000+ on less than 85k miles

Most teams earn $300,000-$350,000+ on less than 110k miles

Solos: Guaranteed minimum weekly average: $3,500/week worked (most earn $3,750 - $4,250+)

Teams: Guaranteed minimum weekly average: $5,000/week worked (most earn $5,500 - $6,500+)

Startup Weekly Guarantee: $3,500/$5,000 paid weekly for your first four weeks, including orientation

Quarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

$1.60/gallon or lower fuel price guarantee (average after fuel surcharge)

Up to $5,000 referral bonus

All miles paid, plus fuel surcharge

Detention pay

Company supported owner-operator health insurance program

Paid fuel permits & fuel taxes

Paid tolls while under dispatch via company provided transponder

Paid cargo/liability insurance

Year-round work

Tours may require up to 6 weeks away from home

CDL-A

Must be an owner-operator

At least 23 years of age or older

At least 2 years of verifiable OTR experience

Clean motor vehicle record for the last 3 years

No more than 6 jobs in last 3 years

Passport and ability to enter Canada

2021 or newer tractor

Tours may require up to 6 weeks away from home

Recommended

CDL A Local Tractor Owner Operator - Wilmington, MA

CEVA Freight, LLC - First & Final Mile

Wilmington, MA 01887

$3,500/wk

OnsiteUrgently HiringHealth Insurance

Top Tractor Owner Operators Gross Up to $180,000 Yearly

Estimated Average Revenue of $3,500 per week

Weekly settlements deposited weekly through Comdata

Sign-on Incentive: $1,500 paid out over the course of 3 months; 50% on the first settlement and 50% paid after 90 days

Driver Referral Bonus: $1,000 per driver hired, paid after 90 days

Insurance available for purchase: Liability, Non-Trucking, Physical Damage, Occupational Accident

Roadside Assistance

Health Benefits available for purchase

Monday through Friday

Home Daily

Shift starts 6:00 am

Operation Times: Monday - Friday

CDL A

Tractors must be 10 years old or newer

Red, White, Or Blue in color

Must have a valid CDL A license

Must be at least 21 years of age

No more than 3 moving violations in the last 3 years

Current DOT Medical Card

Seeking Owner Operators that live within **50 miles of Wilmington, MA**

New, Posted 7 hours ago

Recommended

Apply Directly

CDL-A Owner Operator Driver

Forward Air, Inc.

North Brookfield, MA 01535

Requires TravelUrgently Hiring

Earn up to $250,000 gross per year*

Solo Owner Operators earn up to $250,000 gross per year*, with base compensation of $1.31 per loaded mile and $1.18 per empty mile plus FSC*, averaging $4,100 to $5,200 gross per week*, plus additional compensation on all miles based on load destination.

$5,000 paid out within your first year.*

A substantial fuel surcharge program

Drivers are typically out on the road 2 to 3 weeks at a time.

CDL-A

Valid Class A CDL

12+ months verifiable driving experience

Must be 23 years of age

Equipment must be newer than 10 years old

New, Posted 1 day ago

Recommended

Established Team Owner Operators / CDL-A / $400K - $500K Yearly

Tri-State Motor Transit

Amesbury, MA 01913

$342.86/day

Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

$100,000 - $125,000/yr + bonuses

$400,000 - $500,000/yr per driver

$2,700+/wk PER DRIVER (with Guaranteed pay of $342.86/day)

Earn $2,000/week guaranteed + up to another $200-$600/wk depending on endorsements and qualifications

$1,750 Transition Bonus paid out in your first 2 weeks

Earn up to $15,000/year in Retention & Production Bonus

Established Team Owner Operators can make $500,000+ settlement to the truck per year

High achievers can make over $1,000,000 settlement per team for Hazmat/Tanker Team Owner Operators!

Alaska loads can pay $50,000 PER LOAD!

Bring your pet, enjoy the road!

100% employer-paid health insurance option for company team drivers

Fully loaded with refrigerators, APUs/Smart Idle, and SiriusXM

Weekly Pay + Up to 4 Weeks Paid Vacation

401(k) with Company Match

Life & Supplemental Insurance Options for peace of mind

Our entire fleet is outfitted with E-Logs, refrigerators, CB Radios, SiriusXM, and comfortable and spacious sleepers for driver comfort.

CDL-A

Verifiable Class A CDL

Minimum of 1 year of recent OTR experience

Tanker & hazmat endorsements or the ability to obtain

Must be willing to match or part of an established team

23 years of age or older

MUST be an established team - No matching for owner operators

Must have 24 months of combined OTR with HAZMAT/Tanker Endorsements experience

3-year-or-newer trucks

CARB compliance

U.S. security clearance

TWIC card required within 90 days of hire.

New, Posted 1 day ago

Recommended

Solo Owner Operators / CDL-A / $200K - $250K Yearly

Clark Transfer

West Yarmouth, MA 02673

$3,500/wk

OnsiteUrgently HiringHealth Insurance

Most singles earn $200,000 to $250,000+ on less than 85k miles

Most teams earn $300,000-$350,000+ on less than 110k miles

Solos: Guaranteed minimum weekly average: $3,500/week worked (most earn $3,750 - $4,250+)

Teams: Guaranteed minimum weekly average: $5,000/week worked (most earn $5,500 - $6,500+)

Startup Weekly Guarantee: $3,500/$5,000 paid weekly for your first four weeks, including orientation

Quarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

$1.60/gallon or lower fuel price guarantee (average after fuel surcharge)

Up to $5,000 referral bonus

All miles paid, plus fuel surcharge

Detention pay

Company supported owner-operator health insurance program

Paid fuel permits & fuel taxes

Paid tolls while under dispatch via company provided transponder

Paid cargo/liability insurance

Year-round work

Tours may require up to 6 weeks away from home

CDL-A

Must be an owner-operator

At least 23 years of age or older

At least 2 years of verifiable OTR experience

Clean motor vehicle record for the last 3 years

No more than 6 jobs in last 3 years

Passport and ability to enter Canada

2021 or newer tractor

Tours may require up to 6 weeks away from home

New, Posted 1 day ago

Recommended

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

Bay & Bay Transportation

Worcester, MA 01601

$1,500-$2,800/wk

Requires TravelUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

Lease contractors net $1,500 - $1,800 per week

$1.40 - $2.00 CPM plus fuel surcharge

Quarterly bonus program

Detention and layover pay

OTR Owner ops can make between $1800 and $2800 per week

Regional Owner Ops can make between $1500 to $2000 per week

68% line haul and fuel surcharge

Paid by PC Miler practice miles

Company Driver Benefits:$1,300 - $1,800 weekly pay

Drivers start at up to $0.64 CPM

Referral bonus available

2021 - 2024 tractors available

Fully loaded equipment (APU or autostart/stop and inverter in most inventory)

Medical insurance is available through a 3rd party insurance company

Discounts on fuel purchases

Maintenance account for repairs

Daily/weekly direct deposit payroll settlements

Huge fuel discounts

2021 and newer Freightliner and Kenworth T680s

Full medical and dental benefits after 60 days

401(k) - eligible the 1st quarter following 6 months of employment

Orientation attendance pay

Paid holidays, sick time, and vacation

Pet and rider programs available

Regional routes available in the following states and get home weekly: IA, MN, WI, IL, and IN

Drivers are out for 2 - 3 weeks

CDL-A

At least 6 months of OTR tractor-trailer experience

No more than 3 moving violations or three accidents in the last 3 years

New, Posted 16 hours ago

Easy Apply

OTR Class A Owner Operator

Clean Harbors

Dorchester Center, MA 02124

$200,000-$250,000/yr

Requires TravelUrgently Hiring

Average $200-250K per year

Compensation package includes on-duty time paid via hourly demurrage rates, non-asset hourly rates, and/or mileage pay

Positive and safe work environments

Required two weeks out.

Bi-Weekly home time

Required two weeks out.

Class A CDL

HAZMAT

Tanker endorsements

Minium 12 months of Class A driving experience

Ability to effectively use required technology such as mobile applications and computer software

New, Posted 1 day ago

Recommended

CDL-A Truck Driver - Owner Operator

TForce Freight

Enfield, CT 06082

$4,500-$5,000/wk

OnsiteUrgently Hiring

Solos Average $225,000 - $250,000 per Year, Gross

Teams Average $475,000 - $500,000 per Year, Gross

Average $225,000 - $250,000 per year, gross

Average $4,500 - $5,000 per week, gross

Average $475,000 - $500,000 per year, gross

Average $9,500 - $10,000 per week, gross

Detention, layover, and stop pay.

Referral bonus: $500 for solo, $1,000 for teams

Empty miles paid at 80% of loaded rate

Fuel discounts: up to $1 off on all fuel

No trailer fees

Excellent tire discounts offered

Tolls and scales paid – PrePass Elite provided

Typically out 8-10 days

CDL-A

Class A CDL

Minimum 1 year of over-the-road experience

Must own your own truck

Doubles and hazmat endorsements offers top rate pay

Recommended

Truck Driver Job Application

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

Hiring Drivers Now

all cities, MA

$200,000-$325,000/yr

Urgently Hiring

1025 Owner Operators jobs in Massachusetts

CDL-A Owner Operator Driver

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

CDL A Local Tractor Owner Operator - Wilmington, MA

$3,500/wk

CDL-A Owner Operator Driver

Established Team Owner Operators / CDL-A / $400K - $500K Yearly

$342.86/day

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

OTR Class A Owner Operator

$200,000-$250,000/yr

CDL-A Truck Driver - Owner Operator

$4,500-$5,000/wk

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

$200,000-$325,000/yr

1025 Owner Operators jobs in Massachusetts

CDL-A Owner Operator Driver

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

CDL A Local Tractor Owner Operator - Wilmington, MA

$3,500/wk

CDL-A Owner Operator Driver

Established Team Owner Operators / CDL-A / $400K - $500K Yearly

$342.86/day

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

OTR Class A Owner Operator

$200,000-$250,000/yr

CDL-A Truck Driver - Owner Operator

$4,500-$5,000/wk

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

$200,000-$325,000/yr

1025 Owner Operators jobs in Massachusetts

CDL-A Owner Operator Driver

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

PayMost singles earn $200,000 to $250,000+ on less than 85k milesPayMost teams earn $300,000-$350,000+ on less than 110k milesPayQuarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

CDL A Local Tractor Owner Operator - Wilmington, MA

$3,500/wk

PayTop Tractor Owner Operators Gross Up to $180,000 YearlyPayEstimated Average Revenue of $3,500 per weekPayWeekly settlements deposited weekly through Comdata

CDL-A Owner Operator Driver

PayEarn up to $250,000 gross per year*Pay$5,000 paid out within your first year.*PayA substantial fuel surcharge program

Established Team Owner Operators / CDL-A / $400K - $500K Yearly

$342.86/day

Pay$100,000 - $125,000/yr + bonusesPay$400,000 - $500,000/yr per driverPay$2,700+/wk PER DRIVER (with Guaranteed pay of $342.86/day)

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

PayMost singles earn $200,000 to $250,000+ on less than 85k milesPayMost teams earn $300,000-$350,000+ on less than 110k milesPayQuarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

PayLease contractors net $1,500 - $1,800 per weekPay$1.40 - $2.00 CPM plus fuel surchargePayQuarterly bonus program

OTR Class A Owner Operator

$200,000-$250,000/yr

PayAverage $200-250K per yearPayCompensation package includes on-duty time paid via hourly demurrage rates, non-asset hourly rates, and/or mileage payBenefitsPositive and safe work environments

CDL-A Truck Driver - Owner Operator

$4,500-$5,000/wk

PaySolos Average $225,000 - $250,000 per Year, GrossPayTeams Average $475,000 - $500,000 per Year, GrossPayAverage $225,000 - $250,000 per year, gross

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

$200,000-$325,000/yr

1025 Owner Operators jobs in Massachusetts

CDL-A Owner Operator Driver

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

PayMost singles earn $200,000 to $250,000+ on less than 85k milesPayMost teams earn $300,000-$350,000+ on less than 110k milesPayQuarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

CDL A Local Tractor Owner Operator - Wilmington, MA

$3,500/wk

PayTop Tractor Owner Operators Gross Up to $180,000 YearlyPayEstimated Average Revenue of $3,500 per weekPayWeekly settlements deposited weekly through Comdata

CDL-A Owner Operator Driver

PayEarn up to $250,000 gross per year*Pay$5,000 paid out within your first year.*PayA substantial fuel surcharge program

Established Team Owner Operators / CDL-A / $400K - $500K Yearly

$342.86/day

Pay$100,000 - $125,000/yr + bonusesPay$400,000 - $500,000/yr per driverPay$2,700+/wk PER DRIVER (with Guaranteed pay of $342.86/day)

Solo Owner Operators / CDL-A / $200K - $250K Yearly

$3,500/wk

PayMost singles earn $200,000 to $250,000+ on less than 85k milesPayMost teams earn $300,000-$350,000+ on less than 110k milesPayQuarterly bonus of $2,500/$5,000 per quarter for Singles/Teams

Owner Operators / CDL-A / $1,500 - $2,800 Weekly / 6 Months Exp. Req'd

$1,500-$2,800/wk

PayLease contractors net $1,500 - $1,800 per weekPay$1.40 - $2.00 CPM plus fuel surchargePayQuarterly bonus program

OTR Class A Owner Operator

$200,000-$250,000/yr

PayAverage $200-250K per yearPayCompensation package includes on-duty time paid via hourly demurrage rates, non-asset hourly rates, and/or mileage payBenefitsPositive and safe work environments

CDL-A Truck Driver - Owner Operator

$4,500-$5,000/wk

PaySolos Average $225,000 - $250,000 per Year, GrossPayTeams Average $475,000 - $500,000 per Year, GrossPayAverage $225,000 - $250,000 per year, gross

CDL-A Owner Operator Truck Driver Jobs ($200k - $325k+ a Yr!) Apply Now!

$200,000-$325,000/yr