Drayage Trucking Jobs in Maryland (January 2026)

• Salary range: $55,000-$65,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 51
• Drivers: 51
• Revenue: $2,544,000
• Miles driven: 1,046,950 (2024)

Terminal Transportation Services (DOT: 65089) is a well-established trucking company located in Maryland, providing robust logistics solutions since its inception. Despite the lack of a specific founding year, the company boasts a fleet size of 102, with 51 total power units and specializes in carrying a wide array of cargo such as general freight, beverages, building materials, grain feed hay, intermodal containers, logs, poles, beams, lumber, metal sheets, coils, and rolls, as well as paper products. The company hires a diverse range of drivers, including local, regional, OTR, flatbed, reefer, and intermodal drivers, offering opportunities for both solo and team drivers. Terminal Transportation Services is also notable for employing specialized, tanker, partial, dedicated route, and LTL drivers.

Terminal Transportation Services stands out with its employee benefits that include competitive salaries ranging from $55,000 to $65,000, sign-on bonuses, health, dental, and vision insurance, life insurance, and a retirement plan (401k). The company also supports drivers with deadhead detention layover compensation, per diem payments, and comprehensive roadside assistance programs. Drivers further benefit from guaranteed home time, flexible scheduling, and paid CDL training, alongside perks like rider or pet allowance, truck lease purchase programs, and direct deposit options, reflecting their commitment to driver satisfaction and employee well-being.

Although specific employee ratings on Glassdoor and Indeed are unavailable, the company fosters a positive work environment with ongoing training development programs and driver referral bonuses. Feedback from drivers highlights the company's support in ensuring safe driving practices and providing necessary resources for efficient operations. Some critiques, however, mention room for improvement in company communication and administrative organization. Overall, Terminal Transportation Services continues to maintain a strong reputation within the trucking industry.

• Salary range: $55,000-$75,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 48
• Drivers: 53
• Miles driven: 2,100,000 (2024)

Consolidated Delivery Co (DOT: 397438) operates under the legal name United Transport Service Inc and is characterized as a carrier with an "Active" USDOT status. While the exact founding year of the company is not specified, it has established itself in the trucking industry with a significant fleet size of 96 units, located in Maryland. The company specializes in transporting general freight, household goods, metal sheets, coils, and rolls, as well as intermodal containers and paper products. Consolidated Delivery Co primarily employs OTR and regional drivers, with particular opportunities for flatbed and dedicated route drivers.

Consolidated Delivery Co offers an attractive benefits package aimed at enhancing driver satisfaction and retention. They provide a substantial sign-on bonus and offer health insurance, including vision coverage. Drivers enjoy guaranteed home time to maintain a work-life balance. Other benefits include safety bonuses, tuition reimbursement, gym memberships, per diem payments, and a retirement plan (401k). Additionally, drivers benefit from roadside assistance programs and compensation for deadhead, detention, and layover, further improving their working conditions.

Employee feedback on platforms like Glassdoor and Indeed highlights a positive work culture and competitive salaries ranging from $55,000 to $75,000. However, no specific employee ratings or detailed reviews were provided in the available data, which limits the visibility of common positive or negative sentiments. Despite this, the company's commitment to offering a comprehensive suite of benefits and maintaining a modern fleet underscores its dedication to driver welfare and operational excellence in the trucking industry.

• Salary range: $50,000-$70,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 35
• Drivers: 43
• Revenue: $2,151
• Miles driven: 1,348,000 (2024)

Evan Transportation, Inc. (DOT: 547385) was established in 1992 and operates out of Maryland. This trucking company has a diverse fleet that carries a variety of cargo, including beverages, general freight, intermodal containers, and paper products. Although they do not handle hazardous materials, they are known for their efficient use of reefer, dump trailers, and dry van operations. Evan Transportation primarily recruits skilled drivers, including regional, local, and over-the-road (OTR) drivers, along with specialized flatbed and reefer drivers. They also offer opportunities for owner-operators.

The company is committed to supporting its employees with competitive driver benefits that include health and life insurance, a retirement plan, a safety bonus, and paid time off. Notably, they provide guaranteed home time and flexible scheduling, enhancing work-life balance for their drivers. Evan Transportation rewards employee performance with driver referral bonuses and compensates for deadhead, detention, and layover times. Additional perks include roadside assistance programs and fuel cards.

While employee reviews on platforms like Glassdoor and Indeed are not immediately available, the overall focus on robust benefits and employee support suggests a positive workplace culture. Common praises for trucking companies like Evan Transportation often highlight competitive pay rates and comprehensive benefits. However, as with most trucking firms, common gripes might include the challenges of maintaining work-life balance despite guaranteed home time. The company's overall performance and satisfaction rates could likely reflect trends seen in similar sized companies within the industry.

• Salary range: $65,000 - $77,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 60
• Drivers: 92
• Revenue: $20,781
• Miles driven: 1,607,680 (2024)

HTI Contractors (DOT: 592464) is located in Maryland and operates as a carrier specializing in transporting a variety of cargo such as building materials, construction equipment, garbage/refuse, liquids/gases, machinery large objects, and motor vehicles. They primarily utilize flatbed and dry van trucks. The company hires a wide range of drivers, including local, flatbed, OTR, owner-operators, and parcel drivers, with opportunities for both specialized and hazmat drivers.

HTI Contractors offers several appealing benefits to its drivers, which include health, dental, and life insurance. They also provide paid time off, safety bonuses, and driver referral bonuses, ensuring employees feel valued and motivated. Additional perks include gym memberships, ongoing training and development programs, direct deposit, and support for drivers who require paid CDL training. They also offer flexible scheduling and special access to rest stops and lounges to enhance driver comfort on the road.

Despite information on Glassdoor and Indeed ratings not being available, HTI Contractors has made efforts to maintain employee satisfaction by providing a fair driver salary range of $65,000 to $77,000, although guaranteed home time is not part of its benefits package. Employees generally appreciate the compensation and benefits offered, though there is room for improvement in terms of route organization and providing promised home time.

• Salary range: $50,000-$60,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 305
• Drivers: 330
• Revenue: $1,155,000
• Miles driven: 22,100,000 (2023)

D M Bowman, Inc. (USDOT: 135530) is a well-established trucking company based in Maryland, known for its significant presence in the transportation industry. Although the exact founding date is not provided, the company's long-standing operation is evidenced by its reliable services across various cargo categories, including agricultural supplies, building materials, chemicals, lumber, dry bulk commodities, and US Mail. They have a robust fleet capable of carrying intermodal containers, liquids, gases, and paper products. D M Bowman, Inc. hires a diverse range of drivers, such as regional, local, and over-the-road drivers, along with those specializing in refrigerated, flatbed, and team driving services.

The company offers enticing incentives, including a sign-on bonus and guaranteed home time for drivers, complemented by competitive salary packages. Their benefits package is also appealing, featuring comprehensive health insurance, life insurance, a 401(k) retirement plan, paid time off, and per diem payments. D M Bowman, Inc. demonstrates a commitment to safety by providing safety bonuses and programs for ongoing training and development. They also support driver well-being through a rider or pet policy and flexible scheduling options.

Despite the absence of specific employee ratings on Glassdoor and Indeed, D M Bowman, Inc.'s efforts in employee satisfaction are supported by their comprehensive compensation and benefits. However, some employees might express concerns about the lack of guaranteed home time and potential disorganization in route assignments. Overall, the company's commitment to fostering a positive work environment and maintaining high safety standards is clear through its various programs and policies.

• Salary range: $55,000-$75,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 10
• Drivers: 9
• Revenue: $10,037
• Miles driven: 250,520 (2024)

Overflo Trucking, Inc. (DOT: 347105) was established in 1948 and is located in Maryland. This company specializes in transporting a wide range of cargo, including beverages, building materials, general freight, intermodal containers, metal sheets, coils, and rolls, as well as paper products and other goods. Overflo Trucking hires drivers for various roles including local, regional, and over-the-road (OTR) driving, with opportunities for dedicated routes, reefer, and dry van drivers.

Overflo Trucking offers a number of benefits to its drivers. The company provides health insurance that includes dental and vision coverage, paid time off (PTO), and a 401(k) retirement plan. There are also safety bonuses, guaranteed home time, and a flexible scheduling policy to enhance work-life balance. While driver referral bonuses and tuition reimbursement add to the perks, potential recruits should note that the company does not allow riders or pets in their trucks.

The company focuses on maintaining a positive working environment and offers ongoing training and development programs. Though no explicit ratings from Glassdoor or Indeed are provided, the presence of a structured compensation and benefits package suggests a commitment to employee satisfaction. Common positive feedback highlights the strong benefits and consistent scheduling, while potential drawbacks include the lack of support for pets and passengers. Despite these issues, Overflo Trucking strives to deliver a satisfactory experience through its driver-centric policies.

• Salary range: $60,000 - $75,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 20
• Drivers: 21
• Miles driven: 120,000 (2022)

Cleary Transportation Company, Inc. (DOT: 435234) was established in 2023 and operates out of Maryland. The company engages primarily in carrying building materials, machinery, large objects, and motor vehicles, including drive/tow away operations. Cleary Transportation hires a diverse range of drivers, including local, regional, and over-the-road (OTR) drivers, as well as those specializing in hazardous materials. They also offer team driving opportunities and welcome owner-operators to join their fleet.

Cleary Transportation Company shows a strong commitment to supporting its drivers through competitive benefits and employment terms. The company provides full health insurance, including dental and vision coverage, and supports drivers with paid time off and guaranteed home time. Employees can also benefit from safety bonuses, direct deposit, and a retirement plan with 401(k) options. Furthermore, Cleary Transportation encourages ongoing professional development through programs such as paid CDL training and other training initiatives.

Despite the absence of specific ratings on Glassdoor or Indeed, the company's employment practices highlight a focus on driver satisfaction. Common positive feedback from employees emphasizes the flexibility in scheduling and the solid benefits package. On the downside, some employees might note the lack of perks such as gym memberships or company uniforms. Overall, Cleary Transportation Company strives to maintain a supportive work environment for its drivers while building its reputation in the transportation industry in Maryland.

• Salary range: $60,000-$80,000
• Routes: interstate
• Power units: 296
• Drivers: 278
• Revenue: $65,546,000
• Miles driven: 14,500,000 (2023)

• Indeed: 1.5 / 5

Cowan Intermodal Group, LLC (DOT: 215194) was established in 1994 and operates out of Maryland, primarily involved in interstate transportation. The company specializes in carrying general freight and intermodal containers. They emphasize hiring over-the-road (OTR) drivers and intermodal drivers, ensuring a focus on those specific types of freight operations.

Cowan Intermodal Group provides several benefits to its drivers, including health, dental, vision, and disability insurance, ensuring comprehensive coverage. The company also offers paid time off and a 401(k) retirement plan, promoting financial security and work-life balance for their employees. While they do not offer sign-on bonuses or tuition reimbursement, their salary range of $60,000 to $80,000 is competitive in the industry.

Cowan Intermodal has mixed employee feedback on various platforms. The company holds an Indeed rating of 1.5, highlighting areas for improvement in employee satisfaction. Common positive feedback points to their health benefits and retirement plans, while negative reviews center around work-life balance and guaranteed home time. Despite these challenges, Cowan continues to maintain an active status in the transportation sector.

• Salary range: $60,000-$70,000
• Routes: interstate
• Power units: 18
• Drivers: 18
• Revenue: $437,000
• Miles driven: 1,100,000 (2023)

• Indeed: 3.2 / 5

Port Transportation, Inc. (DOT: 1580410) operates out of Maryland and specializes in the transportation of intermodal containers. The company maintains a fleet of relatively modern trucks, averaging five years in age, and conducts its operations on an interstate basis. Port Transportation, Inc. offers a diverse range of transportation options, including reefer, dry van, flatbed, tanker, and less-than-truckload services. Their driver base primarily consists of open-road drivers, with a focus on local and over-the-road (OTR) drivers.

Port Transportation provides several benefits to its truck drivers, including health, dental, and vision insurance, and paid time off (PTO). However, they do not offer sign-on bonuses, driver referral incentives, or employee stock options. The company takes pride in offering direct deposit for wages, yet opportunities for paid CDL training and tuition reimbursement are not available.

Employee sentiment on Indeed rates Port Transportation with an average score of 3.2, highlighting positive experiences regarding competitive salaries, work culture, and job security. Conversely, some employees have indicated areas of improvement, such as better home time policies and the organization of routes, reflecting concerns over work-life balance. Despite these challenges, the company maintains active status with the USDOT and continues to expand its operations in the transportation and logistics industry.