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Class B Owner Operator Jobs in Connecticut (NOW HIRING)

Premier Transportation

CDL A Owner Operator

Berlin, CT · On-site

$250K/yr

Premier Transportation is Contracting Owner Operators Chicopee, MA Owner Operator Advantages ... Must possess a valid Class A commercial driver's license (CDL A) * At least 12 months of verifiable ...

Premier Transportation

CDL A Owner Operator

Avon, CT · On-site

$250K/yr

Premier Transportation is Contracting Owner Operators Chicopee, MA Owner Operator Advantages ... Must possess a valid Class A commercial driver's license (CDL A) * At least 12 months of verifiable ...

Premier Transportation

CDL A Owner Operator

Hartford, CT · On-site

$250K/yr

Premier Transportation is Contracting Owner Operators Chicopee, MA Owner Operator Advantages ... Must possess a valid Class A commercial driver's license (CDL A) * At least 12 months of verifiable ...

Premier Transportation

CDL A Owner Operator

Windsor, CT · On-site

$250K/yr

Premier Transportation is Contracting Owner Operators Chicopee, MA Owner Operator Advantages ... Must possess a valid Class A commercial driver's license (CDL A) * At least 12 months of verifiable ...

Premier Transportation

CDL A Owner Operator

Simsbury, CT · On-site

$250K/yr

Premier Transportation is Contracting Owner Operators Chicopee, MA Owner Operator Advantages ... Must possess a valid Class A commercial driver's license (CDL A) * At least 12 months of verifiable ...

Premier Transportation

CDL A Owner Operator

Bristol, CT · On-site

$250K/yr

Premier Transportation is Contracting Owner Operators Chicopee, MA Owner Operator Advantages ... Must possess a valid Class A commercial driver's license (CDL A) * At least 12 months of verifiable ...

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All JobsClass B Owner Operator JobsClass B Owner Operator Jobs in Connecticut

Class B Owner Operator information

See Connecticut salary details

$612

$4.2K

$7.3K

How much do class b owner operator jobs pay per week?

As of Aug 30, 2026, the average weekly pay for class b owner operator in Connecticut is $4,181.56, according to ZipRecruiter salary data. Most workers in this role earn between $2,286.54 and $6,219.23 per week, depending on experience, location, and employer.

What is a Class B Owner Operator?

Class B Owner Operators are commercial drivers who own and operate their own vehicles classified as Class B, such as straight trucks, dump trucks, or delivery trucks. They usually haul freight or provide transportation services for clients using their own equipment, rather than working directly for a trucking company. This position allows for more independence, but also comes with the responsibilities of maintaining the vehicle, securing loads, managing business expenses, and finding contracts or loads to haul. Class B Owner Operators typically need a valid Commercial Driver’s License (CDL) with the appropriate endorsements and a good driving record.

What are some common challenges Class B Owner Operators face in managing their schedules and deliveries?

Class B Owner Operators often manage their own schedules, which can be both empowering and challenging. Balancing delivery deadlines, route planning, and vehicle maintenance requires strong organizational skills and adaptability. Unexpected delays such as traffic, customer changes, or mechanical issues can impact daily plans, making flexibility and problem-solving essential. Additionally, maintaining communication with dispatchers and clients is important to ensure efficient operations and customer satisfaction.

What are the key skills and qualifications needed to thrive as a Class B Owner Operator, and why are they important?

To thrive as a Class B Owner Operator, you need a valid Class B commercial driver's license (CDL), a clean driving record, and experience operating medium-duty trucks. Familiarity with electronic logging devices (ELDs), GPS navigation, and basic vehicle maintenance tools is necessary. Strong time management, customer service skills, and self-motivation help you stand out in this independent role. These qualifications ensure safe, efficient deliveries and build trust with clients, which is crucial for sustaining and growing your business.

What is the difference between Class B Owner Operator vs Class A CDL Driver?

AspectClass B Owner OperatorClass A CDL Driver
CredentialsCommercial Driver's License (CDL) Class BCommercial Driver's License (CDL) Class A
Work EnvironmentDriving straight trucks, box trucks, or busesDriving tractor-trailers or combination vehicles
Employer & IndustryIndependent owner operators or small fleet owners in local or regional deliveryCompany drivers or owner operators in freight, logistics, or transportation industries

Class B Owner Operators typically hold a Class B CDL and operate straight trucks or buses, often working independently in local or regional routes. In contrast, Class A CDL Drivers operate tractor-trailers, often working for larger companies or as owner operators. Both roles require CDL licenses but differ in vehicle type, work scope, and industry usage.

Class B Owner Operator jobs near you
Infographic showing various Class B Owner Operator job openings in Connecticut as of August 2026, with employment types broken down into 76% Full Time, and 24% Part Time. Highlights an 100% In-person job distribution, with an average salary of $217,441 per year, or $104.5 per hour.

Flatbed Owner Operator

Thomaston, CT • On-site

JRC Transportation Inc.
See more jobs at JRC Transportation Inc.external

$150K - $250K/yr

Contractor

Posted 18 days ago

Job description

JRC Transportation, Inc. is seeking experienced Flatbed Owner Operators to lease on with our fleet. As a 40+ year asset based flatbed carrier specializing in building materials and industrial freight, we offer consistent freight, competitive rates, and a supportive dispatch team. This is an independent contractor opportunity for drivers who own their own tractor and want reliable flatbed lanes with a company known for safe, dependable, on time delivery.

Responsibilities
  • Safely operate a flatbed tractor trailer to transport building materials and industrial freight
  • Properly secure, tarp, and protect cargo using dunnage, chains, and binders per DOT and company standards
  • Complete pre and post trip inspections and maintain accurate logbooks or ELD records
  • Communicate proactively with dispatch on load status, delays, and delivery updates
  • Maintain required permits, licenses, and documentation in JRC binder
  • Comply with all DOT regulations and maintain a clean driving record
  • For oversize and heavy haul loads: properly display oversize signage, flagging, and safety triangles, and coordinate with pilot or escort vehicles when required
Requirements
  • 3+ years verifiable OTR experience (must be 24+ years old), OR 24 to 36 months verifiable OTR experience (must be 23+ years old)
  • Clean driving record: no more than 1 at fault accident and limited moving violations in the past 3 years
  • No DUI/DWI, reckless driving, or license suspension/revocation convictions
  • Drivers over 65 must pass an annual DOT physical and eye exam
  • Military drivers with Class A experience in the last 5 years may qualify with less OTR time
  • For oversize/heavy haul loads: 2+ years experience for loads under 100,000 lbs/14', or 4+ years for loads over that, with a clean recent record
  • Must have or be able to obtain required flatbed and safety equipment (tarps, chains, PPE, ELD, etc.)
Benefits
Flexible Schedule###Mon-Fri Schedule###Career Growth Opportunities###