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Owner Driver Jobs in Massachusetts (NOW HIRING)

CDL-A Owner Operator Driver

Boston, MA · On-site

$4.1K - $5.2K/wk

Contracting CDL-A Owner Operators * PAY THAT ADDS UP - Solo Owner Operators earn up to $1.31 per loaded mile* * LESS WEIGHT. MORE MONEY. - 99% no-touch, drop & hook freight * TOP PAY. TOP MILES ...

Contracting CDL-A Owner Operators * PAY THAT ADDS UP - Solo Owner Operators earn up to $1.31 per loaded mile* * LESS WEIGHT. MORE MONEY. - 99% no-touch, drop & hook freight * TOP PAY. TOP MILES ...

Contracting CDL-A Owner Operators * PAY THAT ADDS UP - Solo Owner Operators earn up to $1.31 per loaded mile* * LESS WEIGHT. MORE MONEY. - 99% no-touch, drop & hook freight * TOP PAY. TOP MILES ...

Contracting CDL-A Owner Operators * PAY THAT ADDS UP - Solo Owner Operators earn up to $1.31 per loaded mile* * LESS WEIGHT. MORE MONEY. - 99% no-touch, drop & hook freight * TOP PAY. TOP MILES ...

Contracting CDL-A Owner Operators * PAY THAT ADDS UP - Solo Owner Operators earn up to $1.31 per loaded mile* * LESS WEIGHT. MORE MONEY. - 99% no-touch, drop & hook freight * TOP PAY. TOP MILES ...

CDL-A Owner Operator Driver

Haverhill, MA · On-site

$4.1K - $5.2K/wk

Contracting CDL-A Owner Operators * PAY THAT ADDS UP - Solo Owner Operators earn up to $1.31 per loaded mile* * LESS WEIGHT. MORE MONEY. - 99% no-touch, drop & hook freight * TOP PAY. TOP MILES ...

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Showing results 1-20

Owner Driver information

See Massachusetts salary details

$703

$4.8K

$8.4K

How much do owner driver jobs pay per week?

As of Aug 16, 2026, the average weekly pay for owner driver in Massachusetts is $4,800.63, according to ZipRecruiter salary data. Most workers in this role earn between $2,625.00 and $7,140.38 per week, depending on experience, location, and employer.

What is an owner driver?

Owner drivers are individuals who own and operate their own vehicles to provide transportation or delivery services. Instead of working for a company as an employee, they contract their services independently or with companies that require delivery or transport, such as courier firms or logistics providers. Owner drivers are responsible for the maintenance, insurance, and running costs of their vehicles. They often enjoy flexible working hours and the ability to be their own boss, but they also bear the risks and responsibilities of self-employment.

What is the difference between Owner Driver vs Delivery Driver?

AspectOwner DriverDelivery Driver
CredentialsDriver's license, vehicle registrationDriver's license, sometimes specific delivery certifications
Work EnvironmentOwn vehicle, flexible schedule, independentCompany vehicle, structured routes, often employed
Employer/Industry UsageSelf-employed or small business owner in transportEmployed by delivery companies or logistics providers

Owner Drivers typically own their vehicle and operate independently, managing their own schedules and clients. Delivery Drivers are usually employed by companies, using company vehicles to complete assigned routes. Both roles require a valid driver's license, but Owner Drivers often handle their own vehicle maintenance and business administration, while Delivery Drivers focus on timely deliveries within a structured environment.

What are the key skills and qualifications needed to thrive as an owner driver?

To thrive as an Owner Driver, you need a valid commercial driver's license, strong driving skills, and a good understanding of vehicle maintenance and logistics operations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and fleet management software is typically required. Excellent time management, customer service, and problem-solving abilities help owner drivers deliver goods efficiently and build client relationships. These skills are crucial for ensuring safe, timely deliveries, maintaining a reliable business, and achieving customer satisfaction.

What are some of the common challenges faced by owner drivers, and how can they be managed effectively?

Owner Drivers often face challenges such as fluctuating fuel costs, vehicle maintenance expenses, and finding consistent work. Managing these challenges involves careful budgeting, regular vehicle upkeep to avoid unexpected breakdowns, and building strong relationships with clients or freight brokers for steady contracts. Many Owner Drivers also use technology platforms to find jobs and track deliveries efficiently, helping to maximize their earning potential and reduce downtime.
Infographic showing various Owner Driver job openings in Massachusetts as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $249,633 per year, or $120 per hour.

CDL Company Driver and Owner Operators

Remuda Trucking Inc

Leominster, MA • On-site

$67K - $90K/yr

Full-time

Medical, Dental, Vision

Re-posted 13 days ago


Job description

Remuda Trucking Inc. is a small family run company based out of Leominster MA. Remuda equips its fleet with 53' Swing door vans, flatbeds, reefer or specialized equipment.

The Company Driver OTR position is for a company driver residing anywhere in eastern USA. Most loads are dry van, however being able to run flatbed as well is a plus. Class A CDL in good standing and experience is required. Company drivers are paid by the total weekly miles driven. Direct deposit pay, detailed settlements, flexible schedule. Remuda Trucking Inc. also offers health, vision, and dental insurance. Please call 508.958.4580 or 978.992.2569 for details.

LOOKING TO BE HOME EVERY NIGHT WITH WEEKENDS OFF??

The Central Massachusetts position is for dedicated flatbed runs that originate from and return to the Central Massachusetts area. Driver will be commuting to and from the area 5 days per week. Driver preferred to live in central or western Massachusetts. The shift begins early morning - home every afternoon. Weekends off.

LOOKING FOR SOMETHING ELSE??

Remuda has a Regional Company Driver position available. Driver can live anywhere in Northeast USA. Experience preferred hauling both dry van and flatbed. Most loads will be 53' dry van. Every other weekend off plus holidays.

ARE YOU AN OWNER OPERATOR?

We are also looking for Owner-Operators to partner with the Remuda team. Transparent percentage based compensation without a long list of deductions. Please call 508.958.4580 or 978.992.2569 for details.

Company Description

Established in 2017 Remuda Trucking Inc. is a small family run company based out of Leominster MA. Remuda equips its fleet with 53' Swing door vans, flatbeds, reefer or specialized equipment. Remuda Trucking has both sleeper and daycabs to fit the lane and driver requirements.