When you’re looking for a trucking company to work for in Connecticut, there are a lot of things to consider. We’ve made your search a little easier by narrowing it down to the companies that have the best pay, benefits, and workplace culture, among other key factors.
Best Trucking Companies To Work for in CT
Here are our picks for the top-tier Connecticut trucking companies to work for:
Why You Can Trust FreightWaves
There’s a reason we’re one of the world’s leading authorities on the global freight market. Our expert team has an in-depth understanding of the industry and is up-to-date on employment trends, regulations, and other insights into the trucking workforce.
We conduct thorough research and data analysis to develop our recommendations for the best trucking companies in Connecticut. Every Connecticut trucking firm is closely scrutinized based on its service range and capabilities. Our team also verifies companies’ safety records and regulatory compliance and looks at what real users have to say about their experience.
From there, we narrow our focus to select only those top-performing and highest-rated firms to give you an informed and up-to-date list of the best trucking companies to work for in Connecticut.
D.W. Transport & Leasing, Inc.
140 Route 32, N Franklin, CT, 6254- Salary range: $50,000-$75,000
- Routes: interstate
- Paid CDL training: true
- Ongoing training: Paid CDL training
- Tuition reimbursement: true
- Power units: 27
- Drivers: 39
- Revenue: $31,998
- Miles driven: 2,169,282 (2024)
D.W. Transport & Leasing, Inc. (DOT: 264428) was established in 1982 and is based in Montville, Connecticut. They specialize in carrying a diverse range of cargo, including garbage/refuse, general freight, US mail, and other materials. The company hires a variety of drivers, including regional, local, LTL, OTR, team, owner-operators, tanker, and dry van drivers.
Drivers with D.W. Transport & Leasing enjoy extensive benefits such as dental and life insurance, a truck lease purchase program, tuition reimbursement, flexible scheduling, gym memberships, rider or pet allowance, safety bonuses, pay advances, and deadhead, detention, and layover compensation. Glassdoor reviews give the company a high rating of 5.0, with positive feedback highlighting the company’s supportive work environment and benefits, whereas some negative comments focus on issues with workload and scheduling.
Driver Options
- OTR
- Regional
- Local
- Dedicated
- Tanker
- Owner/operator
- LTL
Benefits
- Health insurance
- Dental insurance
- Gym membership
- Life insurance
- 401(k)
- PTO
- Guaranteed home time
- Flexible scheduling
- Dedicated routes
- Truck lease-to-purchase program
- Paid CDL training
- Ongoing training
- Tuition reimbursement
- Deadhead compensation
- Rider & pet allowances
- Sign-on bonus
- Safety bonus
Safety
CSA safety score: Satisfactory
- Crashes: 3
- Unsafe driving: 6.74
- Driver fitness: 0.36
- Hours-of-service compliance: 0.09
- Vehicle maintenance: 14.52
- Controlled substances: 0.0
- Hazardous materials violations: 0
William B Meyer, Inc.
255 Long Beach BLVD, Stratford, CT, 6615- Salary range: $45,000-$55,000
- Routes: interstate
- Ongoing training: Paid CDL training
- Tuition reimbursement: true
- Power units: 88
- Drivers: 96
- Revenue: $91,078,000
- Miles driven: 1,236,985 (2024)
William B Meyer, Inc. (DOT: 17847) is a freight trucking company founded in 1915 and based in Connecticut. The company specializes in transporting general freight, household goods, and large machinery across interstate routes. They hire various types of drivers including OTR, LTL, regional, and dedicated drivers, with particular opportunities for hazardous materials and tanker drivers.
William B Meyer, Inc. offers several driver benefits such as medical and dental insurance, life insurance, PTO, tuition reimbursement, and a 401k retirement plan. They also provide direct deposit, pay advances, guaranteed home time, sign-on bonuses, and safety bonuses. Furthermore, they ensure per diem payments and ongoing training and development programs for their drivers.
The company’s employee ratings reflect a mixed experience, with an Indeed score of 3.8 and a lower Glassdoor rating of 2.9. Positive feedback highlights the competitive benefits package and job security, while negative reviews often focus on management and work-life balance. Despite some areas for improvement, William B Meyer, Inc. maintains a satisfactory safety rating and active carrier status.
Driver Options
- OTR
- Regional
- Local
- Dedicated
- Tanker
- HAZMAT
- Specialized
- Owner/operator
- LTL
Benefits
- Health insurance
- Dental insurance
- Health screenings
- Life insurance
- 401(k)
- PTO
- Guaranteed home time
- Flexible scheduling
- Dedicated routes
- Ongoing training
- Tuition reimbursement
- Deadhead compensation
- Sign-on bonus
- Safety bonus
Safety
CSA safety score: Satisfactory
- Crashes: 0
- Unsafe driving: 1.04
- Driver fitness: 0.05
- Hours-of-service compliance: 0.04
- Vehicle maintenance: 2.21
- Controlled substances: 0.0
- Hazardous materials violations: 0
Star Express
3 Barker Drive, Wallingford, CT, 6492- Salary range: $45,000-$55,000
- Routes: interstate
- Ongoing training: Paid CDL training
- Tuition reimbursement: true
- Power units: 12
- Drivers: 9
- Revenue: $2,759
- Miles driven: 462,354 (2023)
Star Express (DOT: 254515) is based in Connecticut and carries diverse cargo such as building materials, garbage/refuse, general freight, metal sheets/coils/rolls, other cargo, and paper products. The company primarily hires a mix of local, OTR, flatbed, tanker, and intermodal drivers, including owner-operators and team drivers.
Star Express offers a comprehensive benefits package for drivers, including tuition reimbursement, direct deposit, disability insurance, employee stock ownership, paid time off, safety bonuses, a truck lease purchase program, a retirement plan, and health, vision, and life insurance.
On Glassdoor, Star Express boasts a high rating of 4.7, while Indeed scores them at 3.6. Employees appreciate the solid compensation and benefits, but commonly report issues with guaranteed home time and organizational challenges with route assignments.
Driver Options
- OTR
- Local
- Dedicated
- Flatbed
- Tanker
- Specialized
- Owner/operator
- Intermodal
Benefits
- Health insurance
- Vision coverage
- Disability insurance
- 401(k)
- PTO
- Flexible scheduling
- Dedicated routes
- Truck lease-to-purchase program
- Ongoing training
- Tuition reimbursement
- Deadhead compensation
- Sign-on bonus
- Safety bonus
Safety
CSA safety score: Satisfactory
- Crashes: 2
- Unsafe driving: 3.65
- Driver fitness: 0.48
- Hours-of-service compliance: 1.33
- Vehicle maintenance: 7.9
- Controlled substances: 0.15
- Hazardous materials violations: 0
Kay’s Trucking, Inc.
297 Pleasant Valley Road, South Windsor, CT, 6074- Salary range: $50,000-$60,000
- Routes: interstate
- Ongoing training: Paid CDL training
- Power units: 10
- Drivers: 10
- Revenue: $2,310
- Miles driven: 50,000 (2023)
Kay’s Trucking, Inc. (DOT: 102032) was established in 1961 and is based in East Hartford, Connecticut. The company specializes in transporting a variety of cargo, including building materials, construction items, general freight, household goods, machinery, and motor vehicles. They offer positions for local, regional, and over-the-road (OTR) drivers, including flatbed, tanker, and hazmat drivers.
Kay’s Trucking provides a comprehensive benefits package, including health, dental, and vision insurance, paid time off, direct deposit, and flexible scheduling. Drivers also benefit from safety bonuses, pay advances, and guaranteed home time, with a competitive salary range of $50,000-$60,000. The company holds a solid reputation with a Glassdoor rating of 4.0, where employees appreciate the supportive work environment and benefits but have noted areas for improvement such as route assignments and management communication.
Driver Options
- OTR
- Regional
- Local
- Dedicated
- Flatbed
- Tanker
- HAZMAT
- Owner/operator
- LTL
Benefits
- Health insurance
- Dental insurance
- Vision coverage
- PTO
- Guaranteed home time
- Flexible scheduling
- Dedicated routes
- Ongoing training
- Deadhead compensation
- Rider & pet allowances
- Sign-on bonus
- Safety bonus
Safety
CSA safety score: Satisfactory
- Crashes: 0
- Unsafe driving: 0.0
- Driver fitness: 0.0
- Hours-of-service compliance: 0.0
- Vehicle maintenance: 14.0
- Controlled substances: 0.0
- Hazardous materials violations: 0
Manchester Transport
51 Bissell St, Manchester, CT, 6040- Salary range: $45,000-$55,000
- Routes: interstate
- Ongoing training: Paid CDL training
- Tuition reimbursement: true
- Power units: 7
- Drivers: 10
- Revenue: $1,018
- Miles driven: 251,359 (2024)
Manchester Transport (DOT: 252367) was established in 1973 and operates out of Manchester, Connecticut. Specializing in carrying general freight, liquids/gases, refrigerated food, and water well materials, the company hires a variety of drivers including regional, hazmat, team, local, and less-than-truckload (LTL) drivers.
Manchester Transport offers an array of driver benefits such as dental and health insurance, vision coverage, paid time off, safety bonuses, and a 401k retirement plan. Additionally, they provide flexible scheduling, guaranteed home time, direct deposit, and a new driver program.
While precise ratings on Glassdoor and Indeed are not specified, employees often praise the company for maintaining a positive work culture and competitive benefits. Conversely, some common criticisms highlight occasional inconsistencies in route assignments and a need for better organizational structure.
Driver Options
- OTR
- Regional
- Local
- Dedicated
- Reefer
- HAZMAT
- Owner/operator
- Intermodal
- LTL
Benefits
- Health insurance
- Dental insurance
- Vision coverage
- 401(k)
- PTO
- Guaranteed home time
- Flexible scheduling
- Dedicated routes
- Ongoing training
- Tuition reimbursement
- Deadhead compensation
- Rider & pet allowances
- Sign-on bonus
- Safety bonus
Safety
CSA safety score: Satisfactory
- Crashes: 1
- Unsafe driving: 3.75
- Driver fitness: 0.18
- Hours-of-service compliance: 0.0
- Vehicle maintenance: 1.6
- Controlled substances: 0.0
- Hazardous materials violations: 0
Bozzutos, Inc.
275 Schoolhouse Road, Cheshire, CT, 6410- Salary range: $40,586 / Year
- Routes: interstate
- Ongoing training: Paid CDL training
- Tuition reimbursement: true
- Power units: 238
- Drivers: 286
- Miles driven: 3,569,998 (2024)
Bozzutos, Inc. (DOT: 57911) was established in 2017 and is based in Connecticut. They specialize in carrying a range of cargo including beverages, fresh produce, general freight, household goods, meat, paper products, and refrigerated food. Their operations involve both local and over-the-road (OTR) drivers, with dedicated drivers as part of their team.
Bozzutos, Inc. offers comprehensive benefits such as dental and health insurance, disability insurance, life insurance, tuition reimbursement, and a retirement plan (401k). Employees also enjoy driver referral bonuses, flexible scheduling, deadhead detention layover compensation, guaranteed home time, and ongoing training and development programs.
Bozzutos, Inc. has an Indeed rating of 3.1 and a Glassdoor rating of 3.4. Common positive feedback highlights include good benefits and supportive management. However, frequently mentioned negatives are challenges related to work-life balance and the occasional disorganization in route assignments.
Driver Options
- OTR
- Regional
- Local
- Dedicated
- Tanker
Benefits
- Health insurance
- Dental insurance
- Life insurance
- Disability insurance
- 401(k)
- PTO
- Guaranteed home time
- Flexible scheduling
- Dedicated routes
- Ongoing training
- Tuition reimbursement
- Deadhead compensation
- Safety bonus
Safety
CSA safety score: Satisfactory
- Crashes: 18
- Unsafe driving: 2.43
- Driver fitness: 0.75
- Hours-of-service compliance: 0.08
- Vehicle maintenance: 3.98
- Controlled substances: 0.0
- Hazardous materials violations: 0
Herb Holden Trucking, Inc.
59 Broad Brook Rd, Broad Brook, CT, 6016- Salary range: $55,000-$70,000
- Routes: interstate
- Ongoing training: Paid CDL training
- Power units: 44
- Drivers: 18
- Revenue: $9,838,000
- Miles driven: 595,082 (2022)
Herb Holden Trucking, Inc. (DOT: 353944) was established in 1961 and operates out of Connecticut. The company specializes in transporting building materials, construction equipment, logs, poles, beams, lumber, machinery, and large objects. They employ a range of drivers including local, flatbed, and dedicated route drivers, and they also support owner-operators.
Herb Holden Trucking Inc. offers several benefits for their drivers, including dental, vision, life and disability insurance, as well as direct deposit, employee stock ownership, paid time off, and sign-on bonuses. They also provide safety bonuses, fuel cards, deadhead detention layover compensation, and per diem payments for convenience.
The company’s reputation on review platforms is mixed, with a Glassdoor rating of 1.7 and an Indeed rating of 2.4. Positive feedback often highlights the comprehensive benefits package, but negative reviews frequently mention challenges with work-life balance and organizational issues on route assignments.
Driver Options
- OTR
- Local
- Dedicated
- Flatbed
- Specialized
- Owner/operator
Benefits
- Health insurance
- Dental insurance
- Vision coverage
- Life insurance
- Disability insurance
- 401(k)
- PTO
- Dedicated routes
- Ongoing training
- Deadhead compensation
- Rider & pet allowances
- Sign-on bonus
- Safety bonus
Safety
CSA safety score: Satisfactory
- Crashes: 0
- Unsafe driving: 0.0
- Driver fitness: 0.0
- Hours-of-service compliance: 1.87
- Vehicle maintenance: 8.5
- Controlled substances: 0.0
- Hazardous materials violations: 0
Connecticut Bulk Transport, LLC
482 Honeyspot Road, Stratford, CT, 6615- Salary range: $50,000-$60,000
- Routes: interstate
- Ongoing training: Paid CDL training
- Tuition reimbursement: true
- Power units: 8
- Drivers: 7
- Miles driven: 165,333 (2024)
Connecticut Bulk Transport, LLC (DOT: 389195) is based in Connecticut. While the exact founding date is unspecified, the company is dedicated to transporting a variety of materials including building materials, dry bulk commodities, construction materials, general freight, and liquids/gases. They primarily hire hazmat drivers, local drivers, regional drivers, tanker drivers, and specialized drivers.
Connecticut Bulk Transport stands out for offering a robust benefits package that includes dental and vision insurance, life insurance, and paid time off (PTO). They also provide driver referral bonuses, tuition reimbursement, ongoing training development programs, and sign-on bonuses, making it an attractive employer. Additionally, they promote employee well-being through benefits like safety bonuses and flexible scheduling.
Employee reviews on platforms like Glassdoor and Indeed reflect positively on Connecticut Bulk Transport’s compensation, benefits, and supportive work culture. Common positive feedback includes appreciation for the comprehensive benefits package and supportive management. However, some employees have noted areas for improvement, such as work-life balance and route organization.
Driver Options
- OTR
- Regional
- Local
- Tanker
- Reefer
- HAZMAT
- Specialized
- Owner/operator
- Intermodal
Benefits
- Health insurance
- Dental insurance
- Vision coverage
- Health screenings
- Life insurance
- 401(k)
- PTO
- Flexible scheduling
- Dedicated routes
- Ongoing training
- Tuition reimbursement
- Deadhead compensation
- Rider & pet allowances
- Sign-on bonus
- Safety bonus
Safety
- Crashes: 1
- Unsafe driving: 4.28
- Driver fitness: 0.28
- Hours-of-service compliance: 0.0
- Vehicle maintenance: 0.0
- Controlled substances: 0.0
- Hazardous materials violations: 0
Kowalsky Brothers, Inc.
1141 Post Rd E, Westport, CT, 6880- Salary range: $65,000-$75,000
- Routes: intrastate non-hazardous
- Paid CDL training: true
- Ongoing training: Paid CDL training
- Power units: 9
- Drivers: 25
- Miles driven: 55,000 (2014)
Kowalsky Brothers, Inc. (DOT: 645018) was established in 1945 and operates out of Connecticut. They specialize in carrying a diverse range of cargo, including building materials, construction equipment, garbage/refuse, grain feed/hay, logs/poles/beams/lumber, machinery, metal sheets/coils/rolls, motor vehicles, and hazardous materials. The company employs various driver types, such as regional, hazmat, dedicated route, owner-operators, flatbed, OTR, tanker, and reefer drivers.
Driver benefits at Kowalsky Brothers include dental and life insurance, direct deposit, paid time off, ongoing training and development programs, fuel cards, a sign-on bonus, and more. Their Glassdoor rating stands at an impressive 4.4, indicating strong employee satisfaction, particularly with compensation, benefits, and job security. Despite the overall positive reviews, common employee complaints include occasional disorganization with route assignments and challenges around work-life balance. Indeed gives them a solid rating of 4.0, further confirming the company’s positive work environment.
Driver Options
- OTR
- Regional
- Flatbed
- Tanker
- Reefer
- HAZMAT
- Specialized
- Owner/operator
Benefits
- Health insurance
- Dental insurance
- Life insurance
- PTO
- Dedicated routes
- Paid CDL training
- Ongoing training
- Sign-on bonus
- Safety bonus
Safety
- Crashes: 0
- Unsafe driving: 0.0
- Driver fitness: 0.0
- Hours-of-service compliance: 0.0
- Vehicle maintenance: 0.0
- Controlled substances: 0.0
- Hazardous materials violations: 0
Anthony Augliera, Inc.Orporated
158 Commerce Street, East Haven, CT, 6512- Salary range: $50,000-$65,000
- Routes: interstate
- Ongoing training: Paid CDL training
- Tuition reimbursement: true
- Power units: 10
- Drivers: 9
- Revenue: $6,967
- Miles driven: 100,000 (2024)
Anthony Augliera, Incorporated (DOT: 57994) is based in Connecticut and has been operational since 1910. The company transports a diverse array of cargo, including drive/tow away services, general freight, household goods, motor vehicles, and other miscellaneous items. They hire various types of drivers, including regional, hazmat, local, OTR, flatbed, and reefer drivers, catering primarily to solo drivers.
Drivers for Anthony Augliera, Inc. benefit from a comprehensive package that includes dental, vision, and health insurance, along with life and disability insurance. They also offer tuition reimbursement, driver referral bonuses, sign-on bonuses, and paid time off, ensuring financial well-being with pay advances and per diem payments.
Employee reviews on Glassdoor and Indeed highlight positive aspects such as solid compensation, consistent benefits, and supportive management. However, some employees have expressed concerns over work-life balance and route scheduling challenges.
Driver Options
- OTR
- Regional
- Local
- Flatbed
- Reefer
- HAZMAT
- Owner/operator
- LTL
Benefits
- Health insurance
- Dental insurance
- Vision coverage
- Life insurance
- Disability insurance
- 401(k)
- PTO
- Ongoing training
- Tuition reimbursement
- Deadhead compensation
- Rider & pet allowances
- Sign-on bonus
- Safety bonus
Safety
CSA safety score: Satisfactory
- Crashes: 2
- Unsafe driving: 4.4
- Driver fitness: 3.31
- Hours-of-service compliance: 0.26
- Vehicle maintenance: 7.37
- Controlled substances: 0.0
- Hazardous materials violations: 0
Local Trucking Companies In Connecticut
Looking for a local company to work with? Check out these resources:
What To Look for in Connecticut Trucking Companies
Choosing the right trucking company is crucial for your career satisfaction and growth. Here are key factors to consider when evaluating potential employers in Connecticut:
- Pay and benefits: Competitive salaries, health insurance, retirement plans, and bonuses.
- Work-life balance: Flexible scheduling and the ability to choose routes that fit your lifestyle.
- Company reputation: A strong reputation for treating drivers well and providing a supportive work environment.
- Career growth opportunities: Availability of training, mentorship, and pathways for advancement within the company.
Types of Driving Jobs Available
Trucking companies in Connecticut offer a variety of driving positions to suit different preferences and experiences:
- Long-haul driving: Ideal for those who enjoy cross-country routes and extended time on the road.
- Regional driving: Perfect for drivers who want to stay closer to home while still covering significant distances.
- Local driving: Best for those who prefer daily routes and the ability to return home each night.
- Specialized driving: Opportunities to drive tankers, flatbeds, refrigerated trucks, and more.
How To Choose the Right Company for Your Career Goals
Selecting the best trucking company for your career goals requires careful consideration:
- Assess your priorities. Determine what’s most important to you — whether it’s pay, benefits, route type, or company culture.
- Research companies. Look into each company’s reputation, employee reviews, and the benefits they offer.
- Talk to current employees. Get insights from current or former drivers about their experiences.
- Consider long-term growth. Choose a company that offers opportunities for career development and advancement.
Frequently Asked Questions
Here are answers to some common questions truckers have when considering employment with trucking companies in Connecticut.
Is a truck driving career worth it in Connecticut?
Truck driving may be a good career to pursue in Connecticut. While trucking can be a stressful and sometimes dangerous occupation, drivers can earn an income in line with those demands. Trucking offers a high degree of job security, as well, since the industry is an essential component of the overall economy. And truck driving careers offer flexibility in scheduling and the ability to grow through ongoing training.
Which company in Connecticut offers the best benefits for long-haul drivers?
D.W. Transport & Leasing, Inc. is known for offering outstanding benefits, including health insurance, retirement plans, and bonuses
What type of driving jobs are most available in Connecticut?
Most companies in Connecticut are hiring for long-haul and regional positions, with some offering specialized roles as well.
What is the best trucking company for new drivers in Connecticut?
D.W. Transport & Leasing, Inc. is known for paid CDL training, as well as ongoing training programs, and offers competitive starting salaries.
How To Apply
Ready to take the next step in your trucking career? Here’s how to apply to the top trucking companies in Connecticut:
- Prepare your resume. Highlight your driving experience, certifications, and any specialized skills.
- Research the companies. Visit their career pages to learn more about the job openings and company culture.
- Submit your application. Apply online through the company’s website or job boards like Indeed or Glassdoor.
- Follow up. After applying, follow up with the company to express your continued interest and inquire about the next steps.