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Driver Owner Operator Jobs in Massachusetts (NOW HIRING)

STG Logistics

Owner Operator

Worcester, MA

Supportive Local Team Built for Intermodal Drivers STG Drayage is one of North America's fastest-growing intermodal carriers because it understands what matters most to owner-operators: steady ...

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

Forward Air

CDL-A Owner Operator Driver

Feeding Hills, 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

Forward Air

CDL-A Owner Operator Driver

Mattapoisett, 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

Forward Air

CDL-A Owner Operator Driver

Haverhill, 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

Forward Air

CDL-A Owner Operator Driver

Middleborough, 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

Forward Air

CDL-A Owner Operator Driver

Provincetown, 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

STG Logistics

CDL A - Owner Operator

Worcester, MA · On-site

Supportive Local Team Built for Intermodal Drivers STG Drayage is one of North America's fastest-growing intermodal carriers because it understands what matters most to owner-operators: steady ...

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All JobsDriver Owner Operator JobsDriver Owner Operator Jobs in Massachusetts

Driver Owner Operator information

See Massachusetts salary details

$703

$4.8K

$8.4K

How much do driver owner operator jobs pay per week?

As of Aug 19, 2026, the average weekly pay for driver owner operator 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 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.

What cities in Massachusetts are hiring for Driver Owner Operator jobs?

Cities in Massachusetts with the most Driver Owner Operator job openings:

Driver Owner Operator jobs near you
Infographic showing various Driver Owner Operator 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.

Owner Operator

STG Logistics

Worcester, MA

Full-time

Re-posted 24 days ago

Job description

Worcester Owner-Operators Needed for Intermodal & Drayage Freight


Text APPLY to (860) 300-2110 to get your quick app started!

STG Drayage is growing its intermodal and drayage network and looking to contract with experienced Owner-Operators in Worcester, MA and surrounding port and rail markets.

If you’re looking for consistent container freight, competitive rates, and a local team that understands port and rail operations, STG Drayage has opportunities ready now.

Why Owner-Operators Choose STG Drayage

  • Home Nightly 
  • Consistent Port & Rail Freight
  • Competitive Weekly Settlements
  • Local & Regional Drayage Runs
  • Drop & Hook Opportunities
  • Industry-Leading Fuel Discounts
  • Expanding Freight Network Across Major Ports & Rail Ramps
  • Supportive Local Team

Built for Intermodal Drivers

STG Drayage is one of North America’s fastest-growing intermodal carriers because it understands what matters most to owner-operators: steady freight, efficient turns, strong communication, and maximizing your time on the road.

Whether you’re running port containers daily or looking to grow your intermodal business, STG Drayage offers long-term opportunity with consistent freight volumes.

Owner-Operator Requirements

  • Minimum 21 Years Old
  • 12+ Months of Verifiable Tractor-Trailer Experience Within the Last 5 Years
  • Military driving experience may qualify toward road experience requirements (call for details)

If you’re a safety-focused owner-operator looking for consistent drayage or intermodal freight, partner with STG Drayage today.

Call now to get started!

Apply