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Dedicated 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

RidenRoll

Limo Owner-Operators

Boston, MA · On-site

We are dedicated to delivering top-notch services, fostering a competitive market, and ensuring a low-risk environment for all. We also provide SaaS and Employer Support Services. Schedules ...

DSL Express

Class A Owner - Operator OTR Driver

Boston, MA · On-site

$312K - $460K/yr

Solo Owner Operator Gross Pay: * Expect OTR avg Gross 5K to 8K+ per week during this post covid ... We do dedicated freight with Chicago area companies on a regular basis. * We care about drivers. We ...

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All JobsDedicated Owner Operator JobsDedicated Owner Operator Jobs in Boston, MA

Dedicated Owner Operator information

See Boston, MA salary details

$1.3K

$4.8K

$8.1K

How much do dedicated owner operator jobs pay per week?

As of Aug 18, 2026, the average weekly pay for dedicated owner operator in Boston, MA is $4,801.25, according to ZipRecruiter salary data. Most workers in this role earn between $1,400.00 and $7,825.00 per week, depending on experience, location, and employer.

What is a dedicated owner operator?

Dedicated Owner Operators are independent truck drivers who own and operate their own vehicles while working under a contract with a specific company or customer. Unlike general owner operators, they typically haul freight along consistent routes for a single client, providing stability and predictable schedules. This arrangement allows them to build relationships with customers and often results in more regular work and income. Dedicated Owner Operators are responsible for maintaining their trucks, managing their business expenses, and meeting the client's delivery requirements.

What do dedicated owner operators do?

Dedicated Owner-Operators are truckers who are dedicated to one company and drive a consistent route. Other long-haul truckers may not know where they are traveling to from week to week; Dedicated Owner-Operators have a consistent destination. They have set routes that do not change. This is where the name comes from—the owner-operator is dedicated to their routes, and is not available to take other jobs or to change their course. Owner-Operator Truck Drivers own, rent, or lease their truck, rather than driving a truck owned by their employer.

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

To thrive as a Dedicated Owner Operator, you need a valid commercial driver's license (CDL), a strong understanding of transportation regulations, and experience in safe truck operation. Familiarity with electronic logging devices (ELDs), fleet management software, and GPS navigation systems is typically required. Strong organizational skills, self-motivation, and effective communication help build reliable client relationships and manage schedules efficiently. These skills and qualities are essential for ensuring safety, maximizing profitability, and maintaining compliance in the trucking industry.

What are some common challenges dedicated owner operators face when managing their own business while fulfilling contractual obligations?

Dedicated Owner Operators often juggle the dual responsibilities of running their own trucking business and meeting the specific requirements of their contracts with carriers or shippers. Challenges can include maintaining consistent cash flow, managing truck maintenance without disrupting delivery schedules, and keeping up with regulatory compliance. Additionally, balancing administrative tasks like invoicing and record-keeping alongside on-road responsibilities can be demanding. Building strong relationships with dispatchers and logistics teams can help streamline operations and reduce stress.

What is the difference between Dedicated Owner Operator vs Company Driver?

AspectDedicated Owner OperatorCompany Driver
CredentialsCommercial Driver's License (CDL), insurance requirementsCDL, company-specific training
Work EnvironmentOwn truck, independent routes, flexible scheduleCompany-owned trucks, assigned routes, fixed schedule
Employer & Industry UsageWorks independently for a carrier or brokerEmployed directly by a carrier or fleet

Dedicated Owner Operators typically own their trucks and operate independently, offering flexibility and control over routes. Company Drivers work for a carrier with company-owned trucks and follow fixed schedules. Both roles require a CDL and are common in the trucking industry, but differ mainly in ownership, independence, and work setup.

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Dedicated Owner Operator jobs near you
Infographic showing various Dedicated Owner Operator job openings in Boston, MA 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 $249,665 per year, or $120 per hour.

Cargo Van / Sprinter Van Owner Operator

Empire National Inc.

Boston, MA • On-site

$2.5K - $4.5K/wk

Full-time

Posted 28 days ago

Job description

Text / Call HR Reception (800) 895-0888 Ext. 5

At Empire National, we treat our owner-operators with the highest respect and dignity, just like part of the family. Our fully staffed office works every day to support you in every possible way. We are strongly customer-oriented and expect our owner-operators to share that same vision. In return, we guarantee steady work and clear, transparent communication.

Minimum Qualifications:
  • Must own a Cargo/Sprinter Van or Small Straight Truck under 10,000 lbs gross weight.
  • Inside dimensions minimum: 120x50x50 inches.
  • Vehicle 2015 or newer, good condition, no stickers.
  • Valid U.S. driver’s license.
  • Commercial insurance: $1,000,000 Auto Liability, $100,000 Motor Cargo ($1,000 deductible).
  • Passport and Green Card (Canada availability required).
  • We are not accepting operators with active USDOT or authorized MC numbers.

Benefits / Pay:
  • Flexible rates: negotiated based on load, location, and customer.
  • No forced dispatch.
  • Build your own schedule.
  • Choose your loads: local, regional, or OTR.
  • No hidden fees, your rate is fully paid.
  • Weekly paychecks every Friday via ACH.
  • 24/7 operational and tracking support.
Important:
  • This role is for owner-operators only.
  • Drivers without their own qualifying vehicle will not be considered.

Why Empire National:
  • At Empire National, we treat our owner-operators with respect and value clear, consistent communication. Our fully staffed office is dedicated to supporting drivers and helping keep them moving.


About Us:
Empire National Inc., based in Fletcher, NC, is an active interstate freight carrier authorized under MC966111 and USDOT 2878524 since August 11, 2016.