10 Best Trucking Companies To Work for in Waukesha, 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 reputable transportation company based in New Berlin, Wisconsin. While the company's specific founding date remains unidentified, Star Line has established a presence as an active carrier in interstate operations. With a modest fleet size of 55 trucks and 110 total power units, they specialize in hauling a diverse array of cargo, including dry bulk commodities, construction materials, fresh produce, general freight, and refrigerated foods. They are known for hiring specialized drivers such as reefer, flatbed, and tanker drivers and offer opportunities for owner-operators and team driving services.

Employees at Star Line enjoy a range of benefits that enhance their work experience. These benefits include health, dental, and vision insurance, life and disability insurance, and a retirement plan with 401k options. In addition, drivers benefit from flexible scheduling, guaranteed home time, safety and performance bonuses, direct deposit, fuel cards, and ongoing training programs. A $10,000 sign-on bonus for team drivers further underscores their competitive recruitment strategies. The company also supports a conducive work environment by allowing pets and passengers, ensuring the drivers' satisfaction and motivation.

While specific ratings from Glassdoor and Indeed weren't provided, Star Line is generally perceived positively among its workforce, with employees appreciating the benefits and compensation. Nevertheless, some feedback highlights challenges such as the organizational aspects of route assignments and the balance between work and personal life. Overall, Star Line's dedication to employee welfare and its commitment to safety are well-regarded, contributing to its esteemed position in the trucking industry.

• 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. (DOT: 100139) is a well-established trucking company located in Allenton, Wisconsin. While the exact founding date isn't specified, Kreilkamp has made a significant mark in the transportation industry with their comprehensive services. The company specializes in carrying a variety of cargo, including beverages, building materials, commodities dry bulk, fresh produce, general freight, intermodal containers, meat, metal sheets, coils and rolls, paper products, and refrigerated food. They employ a range of drivers, including regional, local, and over-the-road (OTR) drivers, with an emphasis on flatbed, reefer, and hazardous materials transport expertise.

Kreilkamp Trucking stands out for its commitment to driver satisfaction and competitive compensation packages. The company offers numerous employee benefits, including health, dental, and vision insurance, a retirement plan with a 401(k) option, paid time off, and tuition reimbursement. Kreilkamp also provides safety and sign-on bonuses, direct deposit, and driver referral bonuses. Their dedication to ensuring a balanced work-life dynamic is reflected in their offerings, which include guaranteed home time and pay advances for financial flexibility.

The company's Indeed rating rests at 3.2, while Glassdoor ratings reflect a more modest score of 2.5. Positive employee feedback frequently highlights the lucrative pay structure and solid benefits package, but there are areas for improvement, notably in work-life balance and consistent management practices. Some employee reviews hint at challenges regarding scheduling flexibility and organizational consistency in route assignments. Nevertheless, Kreilkamp Trucking, Inc. continues to foster a work environment focused on safety and growth for its employees.

• 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 established in 1984 and is based in Milwaukee, Wisconsin. The company specializes in carrying general freight and operates primarily as an interstate carrier. Custom Express primarily hires local and over-the-road (OTR) drivers, ensuring they have a steady team of dedicated drivers to maintain their service commitments. The company runs a moderately sized fleet, focusing on full truckload (FTL), less-than-truckload (LTL), and partial truckload services.

Custom Express offers an attractive package of benefits aimed at driver satisfaction. They provide health, dental, and vision insurance, a retirement plan (401k), and life and disability insurance. In addition, the company ensures flexible scheduling and guaranteed home time for their drivers. Safety is also a focus, evident through their safety bonuses and roadside assistance programs. For those seeking a new start, Custom Express offers a new driver program, which exhibits its commitment to employee development and retention.

Employee feedback on platforms like Glassdoor reveals a mixed reputation for Custom Express, with a perfect Glassdoor rating of 5.0 but a more modest Indeed rating of 2.5. Positive reviews highlight the competitive benefits package and supportive work culture, while some employees mention areas for improvement, such as work-life balance. Compensation and benefits consistently receive praise, though some former employees have reported discrepancies in the promised home time. Overall, the company is perceived as having a satisfactory safety rating and a commendable focus on employee well-being.

• 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 is headquartered in Milwaukee, Wisconsin. The company operates as a broker and carrier within the transportation and logistics industry with a total fleet size of 276, including 138 power units. TAX Airfreight specializes in transporting a diverse array of cargo such as beverages, building materials, chemicals, dry bulk commodities, general freight, grain feed hay, gases and liquids, logs, poles, beams, lumber, large machinery, metal sheets, coils, rolls, and paper products. They primarily hire drivers experienced in handling flatbed trucks, tankers, and a variety of general freight, with opportunities geared towards over-the-road and regional roles.

TAX Airfreight prioritizes driver satisfaction by offering an appealing benefits package that includes health, dental, and vision insurance, paid time off, a retirement plan with a 401k option, per diem payments, direct deposit, and sign-on bonuses. Drivers are also provided with safety bonuses, flexible scheduling, guaranteed home time, and compensation for deadhead, detention, and layover situations. The company facilitates a supportive work environment for owner-operators and ensures CDL-required paid training for new drivers.

Employee reviews on Indeed indicate a mix of feedback, with a rating of 2.7. Positive remarks frequently praise the comprehensive health benefits, home time reliability, and overall compensation. Conversely, common negative feedback highlights challenges in work-life balance, with some reports of disorganized management or scheduling inefficiencies. On Glassdoor, TAX Airfreight holds a rating of 2.5, where the work culture and advancement opportunities receive moderate appreciation, though further improvements in management practices could enhance the overall employee experience at the company.

• 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 is based in Milwaukee, Wisconsin. The company is involved in the transportation of a diverse range of cargo including building materials, chemicals, construction items, general freight, household goods, intermodal containers, logs, poles, beams, lumber, large machinery objects, metal sheets, coils, rolls, and paper products. They employ various types of drivers such as regional, local, intermodal, hazardous materials, and reefer drivers. JET Intermodal provides opportunities for team drivers and owner-operators.

JET Intermodal is committed to taking care of their drivers with a variety of appealing benefits. The company offers health, dental, and vision insurance, a retirement plan with 401k options, and paid time off. Drivers can benefit from sign-on and referral bonuses, as well as per diem payments and deadhead detention layover compensation. The company also provides ongoing training and development programs to ensure drivers have ample opportunity to grow within their roles. While guaranteed home time is not a benefit, there is a focus on maintaining safety and job satisfaction through bonuses and incentives.

Though specific ratings were not available on Indeed or Glassdoor, the positive attributes noted for JET Intermodal include competitive pay in the range of $70,000 to $80,000, a diverse array of routes, and comprehensive driver benefits. Feedback from employees often highlights the dependable fleet and consistent work opportunities as strong positives. Some employees, however, have mentioned areas for improvement regarding flexible scheduling and guaranteed home time. Nonetheless, JET Intermodal continues to strive to meet the needs of its drivers through a balanced approach that emphasizes career development and safety.

• 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 headquartered in Milwaukee, Wisconsin. While the specific founding date is not provided, the company has been actively operating with registration dated as recently as 2024. Specializing in the heavy-duty transport sector, BIG Red Machinery Movers carries construction materials, general freight, and large machinery objects primarily using lowboy and flatbed trailers. They hire drivers for various roles, including local and over-the-road (OTR) positions, with a focus on flatbed drivers.

BIG Red Machinery Movers offers its drivers a range of attractive benefits, prioritizing staff well-being and professional satisfaction. These benefits include comprehensive health insurance (covering dental and vision), life and disability insurance, and a retirement 401(k) plan. They ensure guaranteed home time, paid time off, and safety bonuses, fostering a positive work environment. Other perks include direct deposit payroll and company uniforms, while pay structures reflect a competitive range between $60,000 and $70,000 annually.

Employees rate BIG Red Machinery Movers favorably, with an Indeed rating of 4.0 and a Glassdoor rating of 3.8. The company's strengths, as noted in reviews, include its competitive compensation package, robust benefits, and emphasis on safety. However, some feedback raises issues with limited flexibility in scheduling, which can impact work-life balance. Overall, the corporation is recognized for its commitment to its workforce and dedication to maintaining a satisfactory operational standard.

• 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 a transportation company located in Milwaukee, Wisconsin. The company operates with a satisfactory safety rating and has a fleet of 72 trucks designed to carry general freight and intermodal containers. They specialize in full truckload and less-than-truckload services, primarily employing flatbed and over-the-road (OTR) drivers. Though the company's exact founding date isn't specified, Real Transport, Inc. boasts modern equipment with an average fleet age of three years.

Real Transport, Inc. offers a range of driver benefits including health, dental, vision, and disability insurance. Employees are also eligible for a retirement plan (401k), paid time off, and guaranteed home time. The company places emphasis on driver satisfaction with ongoing training and development programs, safety bonuses, and a competitive salary range between $50,000 to $60,000. A sign-on bonus is available, further highlighting their dedication to attracting and retaining skilled drivers.

On Indeed, Real Transport, Inc. holds a commendable rating of 4.2, while their Glassdoor rating stands at 4.0. Positive feedback often highlights the comprehensive benefits, consistent pay, and supportive management. However, some employees have expressed concerns over work-life balance, noting that flexible scheduling could be improved. Overall, employee satisfaction is strong, reflecting the company's commitment to maintaining a positive work environment.

• 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 Waukesha, Wisconsin. This long-standing company operates across interstate routes, specializing in the transportation of motor vehicles, general freight, construction materials, machinery, and large objects. Elders Service, Inc. primarily employs over-the-road (OTR) drivers who benefit from modern equipment, evidenced by their fleet's average age of just three years.

Elders Service, Inc. offers solid benefits for its drivers, including health, dental, and vision insurance, along with disability and life insurance. The company also provides paid time off and a retirement plan with a 401(k), although it does not offer a sign-on bonus or a truck lease purchase program. Despite the lack of some incentives like sign-on bonuses, Elders Service supports driver development through ongoing training programs.

On employment review platforms, Elders Service, Inc. has received respectable ratings: 4.2 on Indeed and 4.0 on Glassdoor. Employees commend the company's competitive pay range of $55,000 to $65,000 and robust insurance offerings. Positive feedback often highlights the reliability of equipment and the comprehensive benefits package. However, some employees note areas for improvement in guaranteed home time and flexible scheduling. Overall, the company's dedication to driver well-being is reflected in the positive reviews and the enduring reputation it has maintained since its founding.

• Salary range: $55,000-$65,000
• Routes: interstate
• Power units: 54
• Drivers: 48
• Revenue: $8,556
• Miles driven: 4,284,128 (2023)

Caine Transfer, Inc. (DOT: 46732) is an established trucking company based in Lowell, Wisconsin. They operate a diverse fleet of over 50 trucks and have been providing freight transportation services for several years. Caine Transfer carries a variety of cargo, including agricultural and farm supplies, beverages, building materials, dry bulk commodities, general freight, grain, feed, hay, refrigerated food, meat, and paper products. The company primarily hires over-the-road (OTR) and hazmat drivers, reflecting their focus on general freight and hazardous materials transportation.

Caine Transfer stands out by offering competitive driver benefits, which include a sign-on bonus, safety bonuses, guaranteed home time, and deadhead detention layover compensation. They support drivers with a truck lease purchase program and provide health insurance, paid time off, and a retirement plan (401k). Riders or pets are allowed, adding flexibility and comfort for drivers who spend extensive periods on the road. These benefits reflect the company's commitment to maintaining high driver satisfaction and retention.

The company's employee reviews on Glassdoor and Indeed are not publicly rated, but it's clear that Caine Transfer focuses on providing a positive work environment and effective compensation. Regular feedback highlights the company's driver-focused policies, although there may be occasional concerns typical of the industry, such as scheduling and route planning challenges. Overall, employees appear to appreciate the supportive work culture and competitive benefits offered by Caine Transfer.

• Salary range: $50,000-$60,000
• Routes: interstate
• Power units: 27
• Drivers: 25
• Revenue: $5,102,000
• Miles driven: 1,400,000 (2024)

• Glassdoor: 4.1 / 5
• Indeed: 4.2 / 5

Standard Express, Inc. (DOT: 1186208) was established in 1994 and operates out of Milwaukee, Wisconsin. The company specializes in transporting a range of cargo, including beverages, general freight, machinery, metal sheets, coils, rolls, paper products, and refrigerated foods using dry van services. Standard Express predominantly hires regional, local, and OTR drivers, focusing on those capable of handling their full or partial truckload services.

This company provides attractive benefits, including health, dental, vision, and disability insurance, alongside a retirement 401(k) plan and paid time off. However, they do not offer sign-on bonuses or driver referral bonuses, and riders or pets are not allowed. The company's salary offerings range from $50,000 to $60,000, with no guaranteed home time or safety bonuses. Despite these limitations, employees appreciate the company's direct deposit system and ongoing employee support.

Standard Express, Inc. has received favorable feedback on job satisfaction platforms, with an Indeed rating of 4.2 and a Glassdoor rating of 4.1. Employees commonly highlight positive aspects such as fair compensation and a strong benefits package. However, some negative feedback suggests room for improvement in scheduling flexibility and clarity regarding home time arrangements. Overall, the company maintains a satisfactory safety rating and emphasizes a stable work environment for its drivers.