ZipRecruiter

Log In

1

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

Clark Transfer Inc

CDL A Owner Operator

Medford, 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 ...

OnWay Transport

Be Seen First

High Top / Extended Cargo and Sprinter Van Owner Operator

Norwood, MA · On-site

$20 - $30/hr

On Way Transport is looking for High Top or Extended Cargo/Sprinter Van Owner Operators to deliver ... Contractor tools High Top or Extended Cargo / Sprinter Van * Deliver medical supplies and platelet ...

previous pagenext page

Showing results 21-40

All JobsOwner Operator Contractor JobsOwner Operator Contractor Jobs in Boston, MA

Owner Operator Contractor information

See Boston, MA salary details

$699

$4.8K

$8.3K

How much do owner operator contractor jobs pay per week?

As of Aug 20, 2026, the average weekly pay for owner operator contractor 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 an owner operator contractor?

Owner Operator Contractors are self-employed individuals or businesses who own and operate their own vehicles or equipment to provide transportation or delivery services. They typically contract with larger companies or clients to haul goods, manage logistics, or perform specialized tasks, often in the trucking or freight industry. As independent contractors, they are responsible for maintaining their equipment, managing expenses, and complying with regulations. This role offers greater flexibility and profit potential but also comes with higher risks and responsibilities compared to company-employed drivers.

What are some common challenges owner operator contractors face when managing their own business?

Owner Operator Contractors often face challenges related to balancing driving duties with the administrative responsibilities of running a business. Tasks such as handling contracts, maintaining equipment, managing finances, and securing consistent loads can require significant time and attention. Additionally, they are responsible for compliance with safety regulations and industry standards, which can be complex and ever-changing. Many find that building relationships with brokers and shippers is essential for steady work, and effective time management is key to maintaining profitability.

What are the key skills and qualifications needed to thrive as an owner operator contractor, and why are they important?

To thrive as an Owner Operator Contractor, you need a valid commercial driver's license (CDL), a clean driving record, and business management knowledge. Familiarity with electronic logging devices (ELDs), GPS systems, and compliance with Department of Transportation (DOT) regulations is essential. Strong organizational skills, self-motivation, and effective communication set top performers apart in managing routes and client relationships. These skills ensure safe, efficient operations and sustainable business growth in the competitive logistics industry.

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

AspectOwner Operator ContractorTruck Driver
CredentialsCommercial Driver's License (CDL), business registrationCommercial Driver's License (CDL)
Work EnvironmentOwn truck, independent, flexible scheduleCompany-owned trucks, fixed routes, employer-managed
Employer/Industry UsageSelf-employed or contracted with carriersEmployed by trucking companies
Search/Comparison IntentHigh overlap in responsibilities and credentialsDifferent in independence and employment status

In summary, Owner Operator Contractors own and operate their trucks independently, often contracting with carriers, while Truck Drivers are typically employed by companies and operate company-owned vehicles. Both roles require a CDL, but their work setup and employment status differ significantly.

What are popular job titles related to Owner Operator Contractor jobs in Boston, MA?

For Owner Operator Contractor jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Owner Operator Contractor jobs in Boston, MA look for?

The top searched job categories for Owner Operator Contractor jobs in Boston, MA are:

Owner Operator Contractor jobs near you
Infographic showing various Owner Operator Contractor job openings in Boston, MA as of August 2026, with employment types broken down into 46% Full Time, 50% Part Time, 3% Contract, and 1% Nights. 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 Owner Operator

Clark Transfer Inc

Medford, MA

$300K - $350K/yr

Full-time

Posted 10 days ago

Job description

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-$350,000 on less than 110k miles
  • Company supported owner-operator health insurance program
  • 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
  • Paid fuel permits & fuel taxes
  • Paid tolls while under dispatch via company provided transponder
  • Paid cargo/liability insurance
Requirements:
  • 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
About Clark Transfer Inc
When Clark Transfer was born, getting the show on the road was a new idea. There were no interstate highways America relied on the railways - and the railways had limited reach - so first-class live entertainment could only be found in the major cities. Clark Transfer helped to change all that, bringing the performing arts to America's heartland. For us, "Let's Get the Show on the Road" is much more than a slogan.

Call Us Today

(833) 350-6432

Apply