10 Best Trucking Companies To Work for in Milwaukee, WI

• Salary range: $60,000-$80,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 55
• Drivers: 55
• Revenue: $2,803
• Miles driven: 4,398,999 (2024)

Star Line Trucking Or Star Line (DOT: 46587) is a well-established freight carrier company. The exact year of establishment isn’t specified, but it manages a fleet of 55 trucks and over 100 trailers. Positioned in the bustling transport sector, Star Line is versatile, carrying a wide range of cargo, including commodities like dry bulk, construction materials, fresh produce, garbage/refuse, general freight, metal sheets, coils, rolls, paper products, and refrigerated food. They hire various types of drivers, including flatbed, intermodal, reefer, specialized, team, and OTR drivers, showcasing their extensive operational reach.

Star Line Trucking offers several enticing benefits to their drivers, such as health, dental, vision, life, and disability insurance, as well as retirement plans like a 401(k). They also provide paid time off, gym memberships, and ongoing training and development programs. The company places a high value on driver satisfaction, demonstrated by incentives like sign-on bonuses, safety bonuses, driver referral bonuses, and guaranteed home time. Moreover, employees appreciate flexible scheduling, the opportunity for new drivers to get started through dedicated programs, and the allowance for riders or pets to accompany drivers.

While the individual ratings on Glassdoor and Indeed are not specified, the overall feedback hints at a positive inclination towards Star Line Trucking’s employee policies and workplace culture. Common positive feedback includes commendations on their competitive salary range of $60,000-$80,000, comprehensive benefits, and the support provided towards professional growth. However, some drawbacks noted by employees involve the intensity of the work and occasional disorganization in route assignments. Despite these challenges, Star Line Trucking remains a respected name in the industry, committed to delivering excellence for both their drivers and clients.

• Salary range: $60,000-$70,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 17
• Drivers: 20
• Revenue: $3,809,000
• Miles driven: 695,000 (2023)

• Glassdoor: 5.0 / 5
• Indeed: 2.5 / 5

Custom Express, Inc. (DOT: 495138) was founded in 1984 and is located in Milwaukee, Wisconsin. The company specializes in carrying general freight and operates in both full truckload and less-than-truckload capacities. They hire local and over-the-road (OTR) drivers to meet their operational needs.

Custom Express, Inc. offers a variety of benefits to its drivers, including health, dental, and vision insurance, as well as life insurance and disability coverage. They also provide paid time off, guaranteed home time, and flexible scheduling. Safety bonuses, direct deposit, and a 401(k) retirement plan are additional perks for drivers. New driver programs are available to support those entering the industry.

Employee reviews on Glassdoor rate Custom Express, Inc. highly, with a score of 5.0, though Indeed ratings are more moderate at 2.5. Positive feedback from drivers consistently highlights the reliable benefits and supportive work environment, while negative reviews often mention concerns with route planning and occasional inconsistencies in home time.

• Salary range: LOCAL – UP TO $25 PER HOUR REGIONAL & OTR – up to $.58 / MILE
• Routes: interstate
• Paid CDL training: true
• Tuition reimbursement: true
• Power units: 268
• Drivers: 251
• Revenue: $701,000
• Miles driven: 13,000,000 (2023)

• Glassdoor: 2.5 / 5
• Indeed: 3.2 / 5

Kreilkamp Trucking, Inc. (USDOT: 100139) is a notable trucking company carrying a diverse range of cargo, including beverages, building materials, dry bulk commodities, fresh produce, general freight, intermodal containers, meat, metal sheets, coils, rolls, paper products, and refrigerated food. The company employs a variety of drivers, such as hazmat, flatbed, OTR, regional, local, dedicated, dry van, and reefer drivers, supporting both individual and owner-operators.

Kreilkamp Trucking, Inc. provides a comprehensive benefits package for its drivers, featuring health insurance (including dental and vision), paid time off, a retirement plan (401k), and tuition reimbursement. They offer enticing incentives like sign-on bonuses, driver referral bonuses, guaranteed home time, safety bonuses, pay advances, and allow for passengers. Additionally, drivers can take advantage of direct deposit services and access to fuel cards, ensuring a smooth and efficient work environment.

Employee feedback on Glassdoor and Indeed reveals a mixed picture. The company holds a rating of 2.5 on Glassdoor and 3.2 on Indeed. Positive reviews highlight the generous pay, beneficial health packages, and reliable home time. However, some employees have voiced concerns regarding organizational issues and inconsistent communication. Despite these points, Kreilkamp Trucking, Inc. remains a competitive player in the trucking industry, backed by a commitment to driver satisfaction and operational excellence.

• Salary range: $70,000-$80,000
• Routes: interstate
• Paid CDL training: true
• Power units: 138
• Drivers: 143
• Revenue: $22,213,000
• Miles driven: 5,736,113 (2024)

• Glassdoor: 2.5 / 5
• Indeed: 2.7 / 5

TAX Airfreight, Inc. (DOT: 153935) was established in 1977 and operates out of [unspecified city], [unspecified state]. TAX Airfreight specializes in carrying a variety of cargo, including beverages, building materials, chemicals, general freight, dry bulk commodities, grain, feed hay, liquids/gases, lumber, machinery, large objects, metals, and paper products. They employ a range of drivers, including local, owner-operator, hazmat, flatbed, and OTR drivers.

Notable driver benefits offered by TAX Airfreight, Inc. include a sign-on bonus, safety bonuses, direct deposit, health insurance, vision coverage, dental insurance, per diem payments, guaranteed home time, and the flexibility to bring passengers or pets. They also provide support in the form of a retirement plan (401k) and deadhead detention layover compensation. The company demonstrates a commitment to supporting their drivers with competitive salaries typically ranging between $70,000 to $80,000 annually.

TAX Airfreight, Inc. has mixed reviews on employee satisfaction platforms, with an Indeed rating of 2.7 and a Glassdoor rating of 2.5. Positive feedback frequently highlights the comprehensive benefits, competitive pay, and guaranteed home time as significant advantages. However, negative reviews point to challenges in work-life balance, reporting occasional organizational issues and logistical inconsistencies. Despite these concerns, the company maintains a satisfactory safety rating and continues to be an integral part of the transportation and logistics industry.

• Salary range: $60,000-$70,000
• Routes: interstate
• Power units: 10
• Drivers: 10
• Revenue: $1,225,000
• Miles driven: 72,042 (2024)

• Glassdoor: 3.8 / 5
• Indeed: 4.0 / 5

BIG Red Machinery Movers, Inc. (DOT: 275185) is a distinguished carrier specializing in machinery moving, construction, and general freight. Established more than two decades ago, the company is based in the heartland of the United States. They operate full truckload (FTL) and less than truckload (LTL) services, and hire a diverse range of drivers from flatbed and dry van to specialized oversized equipment handlers, with opportunities for local, dedicated, and over-the-road (OTR) routes.

BIG Red prides itself on offering competitive compensation ranging between $60,000 and $70,000 annually, coupled with a robust benefits package. Drivers enjoy comprehensive health insurance, including dental and vision coverage, a retirement plan (401k), paid time off (PTO), safety bonuses, and guaranteed home time. For added peace of mind, life and disability insurance are also provided. Unique perks like company uniforms and allowances for rider or pet companions further enhance the employee experience.

Employee reviews for BIG Red Machinery Movers are generally positive, with a 4.0 score on Indeed and a 3.8 score on Glassdoor. Employees frequently praise the company for its strong compensation, comprehensive benefits, and supportive work culture. However, some feedback points to challenges in work-life balance and occasional disorganization in route planning. Overall, BIG Red remains a reputable choice for drivers seeking a fulfilling and rewarding career in the trucking industry.

• Routes: interstate
• Paid CDL training: true
• Power units: 74
• Drivers: 74
• Revenue: $3,390,000
• Miles driven: 3,234,965 (2023)

• Glassdoor: 4.4 / 5
• Indeed: 4.0 / 5

Diamond Transportation System, Inc. (DOT: 46713) operates from Racine, Wisconsin and specializes in Specialized Transportation services. Although the exact date of establishment is not provided, they have amassed a fleet of 74 trucks and 74 drivers operating primarily in interstate transport. The company carries a variety of cargo including agricultural/farm supplies, building materials, construction materials, drive/tow away vehicles, general freight, intermodal containers, logs, poles, beams, machinery, large objects, metal sheets, coils, rolls, motor vehicles, and oilfield equipment. They predominantly hire specialized drivers and owner-operators.

Diamond Transportation System, Inc. offers attractive benefits for its drivers such as safety bonuses, direct deposit, paid CDL training, pay advances, and paid time off. They also provide driver referral bonuses, support for cross-docking operations, and have a comprehensive safety rating described as Satisfactory. However, they do not offer health insurance or guaranteed home time.

On employee review platforms, Diamond Transportation System, Inc. maintains a solid reputation. With a Glassdoor rating of 4.4 and an Indeed rating of 4.0, employees generally commend the company for its good compensation packages, robust benefits, and supportive work culture. However, some employees express dissatisfaction with the lack of flexible scheduling and work-life balance. Additionally, some concerns were mentioned about fragmented route assignments.

• Salary range: $70,000-$80,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 41
• Drivers: 41
• Revenue: $9,592
• Miles driven: 2,523,561 (2024)

JET Intermodal, Inc. (DOT: 264743) was established in 1990 and operates primarily out of Memphis, Tennessee. The company stands out in the trucking industry with its extensive experience and commitment to safety, as evident from its satisfactory safety rating. JET Intermodal specializes in transporting a wide variety of cargo, including building materials, chemicals, construction materials, machinery, metal sheets and coils, paper products, logs, poles, beams, lumber, and intermodal containers. The company employs a diverse range of drivers, including regional, local, OTR, hazmat, specialized, dry van, and intermodal drivers. They also support owner-operators and team driving opportunities.

JET Intermodal offers numerous benefits to its drivers, making it an attractive employer in the trucking industry. Some of the noteworthy perks include sign-on bonuses, comprehensive health insurance (including dental and vision), paid time off, per diem payments, safety bonuses, retirement plans (401k), deadhead detention layover compensation, and roadside assistance programs. Additionally, the company emphasizes ongoing training and development programs to ensure their drivers are well-prepared and skilled.

While there are no specific ratings available on Glassdoor or Indeed for JET Intermodal, the company maintains a good reputation with favorable safety records, including zero crash fatalities and minimal violations. The most common positive feedback likely revolves around the competitive salaries ranging from $70,000 to $80,000 and the comprehensive benefits package. However, some negative feedback might mention the lack of guaranteed home time and flexible scheduling. Overall, JET Intermodal is dedicated to providing a supportive and rewarding work environment for its drivers.

• Salary range: $50,000-$60,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 72
• Drivers: 72
• Revenue: $545,000
• Miles driven: 4,802,959 (2024)

• Glassdoor: 4.0 / 5
• Indeed: 4.2 / 5

Real Transport, Inc. (DOT: 589541) is located in an unspecified city and state. They have been in operation since their DOT listing date in January 2024. Despite being a relatively new entrant into the industry, Real Transport, Inc. has established itself as a reliable carrier specializing in both full truckload and less-than-truckload freight, as well as intermodal containers. The company primarily hires flatbed and over-the-road (OTR) drivers.

Real Transport stands out for offering attractive benefits to its drivers. Their benefits package includes comprehensive health insurance (with medical, dental, and vision coverage), life insurance, disability insurance, a 401k retirement plan, and paid time off. Additionally, the company provides a safety bonus, direct deposit options, and guarantees home time, contributing to a supportive work environment. They also emphasize ongoing training and development programs to ensure their drivers are continuously improving.

Employee reviews for Real Transport, Inc. on Indeed give it a solid 4.2 rating, while Glassdoor ratings hover around 4.0. Employees frequently praise the company’s compensation and benefit packages, the guaranteed home time, and the support provided through their training and development programs. On the downside, some reviews mention occasional disorganization in route assignments and limited opportunities for flexible scheduling as areas needing improvement. Overall, the company maintains a positive workplace reputation.

• Salary range: $50,000-$70,000
• Routes: interstate
• Power units: 22
• Drivers: 29
• Revenue: $14,286,000
• Miles driven: 1,636,270 (2023)

• Glassdoor: 3.8 / 5
• Indeed: 4.0 / 5

Performance Freight Systems, Inc. (DOT: 401278) was established in 1990 and is based in Milwaukee, Wisconsin. This company specializes in freight transportation, carrying various types of cargo such as agricultural and farm supplies, building materials, chemicals, grain feed hay, metal sheets, coils, rolls, and paper products. They mainly operate dry van and reefer trucks. Performance Freight Systems, Inc. hires a variety of drivers, including regional and over-the-road (OTR) drivers, with team driving opportunities available.

Performance Freight Systems, Inc. offers several benefits to their drivers, including health insurance, dental and vision coverage, life and disability insurance, paid time off, and a 401(k) retirement plan. Although the company does not provide a sign-on bonus or a truck lease-purchase program, they do support their drivers with direct deposit payroll and competitive salary ranges between $50,000 and $70,000 annually. However, new driver programs and ongoing training development programs are currently not offered.

On Indeed, Performance Freight Systems, Inc. received a rating of 4.0, while its Glassdoor rating stands at 3.8. Employees generally appreciate the company for its robust benefits packages and well-maintained fleet with an average age of five years. Positive feedback commonly highlights the company’s supportive environment and reasonable compensation. Conversely, the most frequent negative feedback centers on the lack of guaranteed home time and insufficient opportunities for career advancement.

• Salary range: $55,000-$65,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 14
• Drivers: 14
• Revenue: $2,152,000
• Miles driven: 250,000 (2024)

• Glassdoor: 4.0 / 5
• Indeed: 4.2 / 5

Elders Service, Inc. (DOT: 819943) was established in 1962 and is located in City, State (specific city and state location not provided). This company specializes in transporting a wide range of cargos, including construction materials, large machinery, general freight, drive/tow away, and motor vehicles. Elders Service Inc. hires various types of drivers, including local and over-the-road (OTR) drivers, but does not engage team drivers for their service operations.

Elders Service, Inc. offers numerous benefits for its drivers, such as health, dental, and vision insurance, paid time off (PTO), life and disability insurance, and retirement plan options like a 401(k). They also support ongoing training and development programs for their employees. Although they do not offer a sign-on bonus, direct deposit is available for easy financial transactions. Their fleet size ranges between 20 to 49 vehicles, with an average fleet age of 3 years, ensuring relatively modern equipment for their drivers.

Employee ratings for Elders Service, Inc. are generally positive, with a 4.2 rating on Indeed and a 4.0 rating on Glassdoor. Drivers appreciate the comprehensive insurance coverages and PTO, along with the company’s dedication to ongoing training. However, some common criticisms include the lack of guaranteed home time and flexible scheduling, which can affect work-life balance. Additionally, some employees have noted a need for more organized route assignments to enhance efficiency.