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Driver Owner Operator Jobs in Boston, MA (NOW HIRING)

Forward Air

CDL-A Owner Operator Driver

Boston, MA · On-site

$4.1K - $5.2K/wk

A dedicated Driver Support Team is available to help with any concerns that come up, giving Owner Operators the backing they need to run a successful business. Owner Operator Perks & Support

Clark Transfer Inc

CDL A Owner Operator

Brockton, MA

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Cumberland, RI

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Quincy, MA

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Plymouth, MA

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

Clark Transfer Inc

CDL A Owner Operator

Peabody, MA

$300K - $350K/yr

Clark Transfer is Contracting Owner Operators Great Work: * Year-round work * No-touch policy Advantages: * Most singles earn $200,000 to $250,000 on less than 85k miles * Most teams earn $300,000 ...

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Driver Owner Operator information

See Boston, MA salary details

$699

$4.8K

$8.3K

How much do driver owner operator jobs pay per week?

As of Aug 19, 2026, the average weekly pay for driver owner operator in Boston, MA is $4,775.48, according to ZipRecruiter salary data. Most workers in this role earn between $2,611.54 and $7,103.85 per week, depending on experience, location, and employer.

What is a driver owner operator?

Driver Owner Operators are professional truck drivers who own and operate their own commercial vehicles rather than working for a trucking company as an employee. They are responsible for managing their own business, including vehicle maintenance, insurance, and finding freight loads to transport. This role allows for greater independence and potentially higher earnings, but also comes with additional responsibilities and expenses compared to being a company driver.

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

To thrive as a Driver Owner Operator, you need a valid commercial driver’s license (CDL), safe driving record, and strong knowledge of DOT regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and routine truck maintenance is essential, and some may benefit from certifications in hazardous materials or specialized cargo. Strong organizational skills, self-motivation, and effective communication with clients and dispatch set top performers apart. These skills and qualifications are crucial for ensuring regulatory compliance, operational efficiency, and building a successful, independent trucking business.

What are some common challenges faced by driver owner operators, and how can they be managed effectively?

Driver Owner Operators often face challenges such as managing vehicle maintenance, handling fluctuating fuel costs, and securing consistent loads. Staying on top of regular maintenance and keeping detailed records can help prevent costly breakdowns. Building relationships with reliable freight brokers or carriers is essential for maintaining a steady workflow. Additionally, monitoring expenses closely and using route-planning tools can help maximize profits and efficiency. Networking with other Owner Operators can also provide valuable insights and support.

What is the difference between Driver Owner Operator vs Truck Driver?

AspectDriver Owner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), vehicle insuranceCDL often required, depends on the vehicle
Work EnvironmentSelf-employed, responsible for vehicle maintenance and schedulingEmployed by a company, follows company routes and schedules
Employer & Industry UsageIndependent contractor in freight/logisticsCompany employee in transportation sector

Driver Owner Operators operate their own trucks, managing their schedules and expenses, while Truck Drivers are typically employed by a company and follow their routes. Both roles require a CDL and are common in freight and logistics industries, but Owner Operators have more independence and financial responsibility.

Is it worth becoming an owner-operator truck driver?

Becoming an owner-operator truck driver can be financially rewarding, as they often have higher earning potential than company drivers. However, it involves significant startup costs, maintenance responsibilities, and the need for strong business management skills. The job offers flexibility but also requires long hours and the ability to handle fluctuating freight demand.
Driver Owner Operator jobs near you
Infographic showing various Driver Owner Operator job openings in Boston, MA as of August 2026, with employment types broken down into 1% As Needed, 69% Full Time, 27% Part Time, and 3% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $248,325 per year, or $119.4 per hour.

CDL-A Truck Driver - Owner Operator

Kenan Advantage Group, Inc.

Boston, MA • On-site

$18K - $21K/mo

Full-time

Re-posted 21 days ago

Kenan Advantage Group rating

7.0

Company rating: 7.0 out of 10

Based on 48 frontline employees who took The Breakroom Quiz

216th of 365 rated logistics

Job description

KAG Energy, a division of Kenan Advantage Group, is currently hiring Owner Operator Truck Drivers in your area! Join KAG today to take advantage of great pay, competitive benefits packages, supportive terminal managers and great equipment!
Currently hiring Owner Operator Truck Drivers!
Text APPLY to (805)-301-1212 to get your quick app started!
Owner Operator Offerings and Benefits:
  • 72% of gross plus 100% fuel surcharge
  • Average monthly: $18,000 to $21,000 gross
  • Non-Trucking Insurance (Bob Tail) offered
  • Physical Damage Insurance offered
  • Occupational Accident Insurance offered
  • Paid Training on product handling (3-5 weeks in company truck then 2-3 days classroom time) - Training pay: $225.00/day flat rate
  • No trailer rental
  • Trailers supplied with all delivery equipment needed

Requirements:
  • CDL-A
  • 12 months recent and verifiable tractor/trailer experience
  • Tank and Hazmat endorsements

Tractor Specifications:
  • Must be 10 years or newer - no exceptions
  • Overall tractor height including tip top of stack should not be higher than 10'-4"
  • Fifth wheel placement must be capable of accommodating a trailer kingpin inset of up to 36"
  • Must be capable of maximizing load capacity without exceeding current max gross vehicle weight of 80,000 lbs.
  • Tire size preference to allow for level loading and unloading should be 22.5" (LP or 11R)

Call a recruiter today to learn more!
*This job opportunity applies exclusively to company drivers. Please note, the hiring salary range for this position will vary based on a number of factors: geographic location, skills, experience of the applicant, and business needs. By applying, candidates acknowledge these terms.

What Kenan Advantage Group employees say

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About Kenan Advantage Group

Sourced by ZipRecruiter

KAG is North America’s largest Tank Truck Transporter and Logistics provider, delivering energy Commodities, Specialty products, Merchant gases and Food products through six unique operating platforms. KAG operates out of approximately 300 Terminal and Satellite locations throughout North America. We are the only independent carrier with a nationwide network, with operations in 42 states and the ability to deliver within all 48 continental United States, Canada, and Mexico. KAG will be the premier global transportation and logistics provider through an uncompromising commitment to People, Safety, Innovation, and Diversity.

Industry

Natural gas and oil pipeline transportation

Company size

1,001 - 5,000 Employees

Headquarters location

North Canton, OH, US

Year founded

1991

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