10 Best Trucking Companies To Work for in Madison, WI

• Salary range: $55,000-$65,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 45
• Drivers: 39
• Revenue: $3,041,000
• Miles driven: 2,882,359 (2023)

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

Larson Transportation, LLC (DOT: 826500) is an active interstate carrier based in Janesville, Wisconsin. Its founding date is not listed in the available records. The company transports building materials, general freight, metal sheets, coils and rolls, paper products, and refrigerated freight using dry van, flatbed, and reefer equipment.

Larson Transportation hires solo and team drivers, including regional, over-the-road, dedicated, flatbed, reefer, dry van, and new CDL drivers. Driver benefits include paid CDL training, a sign-on bonus, guaranteed home time, health, dental, vision, life, and disability insurance, paid time off, a 401(k) plan, safety bonuses, detention and layover compensation, direct deposit, pay advances, and permission to bring a rider or pet.

The company has an Indeed rating of 4.0 and a Glassdoor rating of 3.8, indicating generally favorable employee sentiment. Available information highlights the company’s benefits, home-time promise, compensation opportunities, and safety incentives as potential positives. Specific recurring positive or negative review themes are not included in the supplied data, so concerns regarding management, scheduling, workload, or work-life balance cannot be verified from these records.

• Salary range: $60,000-$70,000
• Routes: intrastate non-hazardous
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 1
• Drivers: 1
• Miles driven: 60,000 (2023)

• Glassdoor: 4.0 / 5

Anderson Trucking, LLC (DOT: 885833) is an active carrier based in Madison, Wisconsin; its founding date is not listed. The company operates flatbed, dry van, refrigerated, tanker, full-truckload, partial-truckload, and last-mile services, carrying refrigerated and other cargo. It hires local, regional, over-the-road, dedicated, flatbed, reefer, tanker, and full-truckload drivers, as well as owner-operators and new CDL drivers.

Driver benefits include a sign-on bonus, paid CDL training, health, dental, vision, life, and disability insurance, paid time off, a 401(k) retirement plan, guaranteed home time, safety and driver-referral bonuses, direct deposit, ongoing training, health screenings, and passenger or pet privileges. The company also reports an average fleet age of approximately three years and offers a new-driver program.

Anderson Trucking has a 4.0 Glassdoor rating; no Indeed employee rating is provided. The available information does not include enough written Glassdoor or Indeed reviews to identify reliable common positive or negative themes, so specific employee feedback trends cannot be confirmed.

• Salary range: $55,000-$65,000
• Routes: interstate
• Power units: 158
• Drivers: 163
• Miles driven: 2,256,000 (2023)

Landmark Logistics, Inc. (DOT: 224648) is located in Cottage Grove, Wisconsin; its founding date is not listed. Operating as an interstate broker and carrier under the Alcivia name, the company transports agricultural and farm supplies, chemicals, dry bulk commodities, grain, feed and hay, intermodal containers, liquids and gases, and large machinery.

Landmark Logistics hires over-the-road, dedicated, flatbed, reefer, hazmat, less-than-truckload, parcel, and full-truckload drivers, as well as team drivers and owner-operators. Driver benefits include health, dental, vision, and life insurance; paid time off; guaranteed home time; flexible scheduling; per diem payments; direct deposit; fuel cards; safety and referral bonuses; detention, layover, and deadhead compensation; and passenger or pet accommodations.

No Glassdoor or Indeed employee rating was provided, so an overall satisfaction score cannot be confirmed. Likewise, employee-review feedback was not available in the supplied information; however, the listed benefits suggest strengths in insurance coverage, home-time guarantees, compensation programs, and scheduling flexibility, while no recurring employee criticisms can be reliably identified.

• Salary range: $40,000-$50,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 40
• Drivers: 38
• Revenue: $4,479
• Miles driven: 3,801,263 (2024)

Stoughton Trucking, Inc. (DOT: 147887) was founded in 2012 and is based in Stoughton, Wisconsin. The interstate carrier transports beverages, building materials, general freight, grain, feed and hay, logs, poles, beams, lumber, machinery, metal sheets, coils and rolls, and paper products. It hires regional and over-the-road drivers, including flatbed, dry van, and full-truckload drivers, as well as owner-operators. The company also offers opportunities for new drivers.

Driver benefits include health, dental, vision, and life insurance; paid time off; safety and referral bonuses; tuition reimbursement; direct deposit; flexible scheduling; detention, layover, and deadhead compensation; ongoing training; health screenings; and company uniforms. Stoughton also provides dedicated-route and cross-border or drayage operations, although guaranteed home time, passenger or pet programs, paid CDL training, and retirement-plan benefits are not indicated.

Employee ratings on Glassdoor and Indeed are not available in the provided information, so specific positive or negative review trends cannot be confirmed. Available company data shows a satisfactory safety rating, a relatively young average fleet age of three years, and a vehicle-maintenance score of 3.84, but there is insufficient employee feedback to assess workplace culture, management, compensation, or work-life balance.

• 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 active interstate carrier located in Lowell, Wisconsin. Its founding date is not listed in the available records. The company carries agricultural and farm supplies, beverages, building materials, dry bulk commodities, general freight, grain, feed and hay, meat, paper products, refrigerated foods, and other cargo. It primarily hires over-the-road, dedicated, full-truckload, dry van, intermodal, and hazmat drivers.

Caine Transfer offers several driver benefits, including health insurance, paid time off, a 401(k) retirement plan, guaranteed home time, safety bonuses, direct deposit, fuel cards, drop-trailer operations, and compensation for deadhead, detention, and layover time. Drivers may also receive referral bonuses, a sign-on bonus, and access to a truck lease-purchase program. The company allows riders or pets and reports a typical salary range of approximately $55,000 to $65,000.

No Glassdoor or Indeed rating is available in the supplied information, so a reliable overall employee score cannot be provided. Likewise, there is not enough verified review data to identify consistent positive or negative employee feedback. Available company data does indicate a satisfactory safety rating, a relatively young average fleet age of three years, and approximately 48 interstate drivers.

• Salary range: $45,000-$55,000
• Routes: interstate
• Paid CDL training: true
• Power units: 31
• Drivers: 25
• Revenue: $3,079,000
• Miles driven: 242,020 (2022)

• Glassdoor: 3.4 / 5
• Indeed: 4.1 / 5

Reynolds Transfer & Storage, Inc. (DOT: 74488) was founded in 1888 and is located at 725 E. Mifflin St. in Madison, Wisconsin. The interstate carrier transports household goods and large machinery, offering full-truckload and partial-truckload services with dry van and flatbed equipment. It hires CDL-qualified local, regional, and over-the-road drivers, including flatbed and full-truckload drivers.

The company advertises a sign-on bonus, paid CDL training, health, dental, vision, life, and disability insurance, paid time off, a 401(k) retirement plan, safety bonuses, direct deposit, and company uniforms. Its fleet includes approximately 31 trucks and maintains a satisfactory safety rating. Driver compensation is listed at approximately $45,000–$55,000 annually.

Reynolds Transfer & Storage has ratings of 4.1 out of 5 on Indeed and 3.4 on Glassdoor, while its Google rating is 4.5. Employees’ positive feedback is reflected in the stronger Indeed and Google scores and appears to center on the company’s long history, benefits, training, and overall workplace experience. The lower Glassdoor rating suggests that some employees may have concerns about management, compensation, scheduling, or work-life balance, although specific recurring review comments are not provided in the available information.

• Salary range: $50,000-$70,000
• Routes: intrastate non-hazardous
• Power units: 1
• Drivers: 1
• Miles driven: 20,000 (2020)

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

Denson Trucking (DOT: 898905) is an active intrastate, non-hazardous carrier located in Madison, Wisconsin; its founding date is not available. The company operates a small fleet of flatbed and dry-van equipment, carrying construction cargo through full-truckload and less-than-truckload services.

Denson Trucking hires CDL-qualified local, regional, and over-the-road drivers, including flatbed drivers and drivers for team-driving opportunities. Benefits include a sign-on bonus, safety bonuses, health, dental, vision, and life insurance, paid time off, guaranteed home time, direct deposit, and permission for riders or pets.

Employees rate Denson Trucking 4.0 out of 5 on Indeed and 3.8 out of 5 on Glassdoor, suggesting generally favorable workplace experiences. The available information does not include specific employee comments, so common positive or negative review themes cannot be reliably identified; however, the ratings indicate comparatively solid overall satisfaction.

• Salary range: $45,000-$55,000
• Routes: interstate
• Power units: 29
• Drivers: 21
• Revenue: $5,314,000
• Miles driven: 1,610,128 (2024)

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

Hagen Johnson Trucking (DOT: 242742) is an active interstate carrier located in Janesville, Wisconsin; its founding date is not listed in the available records. The company carries general freight, refrigerated freight, and dry-van, flatbed, full-truckload, and partial-truckload shipments. It hires CDL-qualified regional and over-the-road drivers, including reefer, flatbed, and full-truckload drivers.

Driver benefits include health, dental, vision, and life insurance, along with paid time off and direct deposit. The company operates approximately 29 trucks and employs about 21 drivers. It reports a satisfactory safety rating, and driver compensation is listed at approximately $45,000 to $55,000 annually.

Hagen Johnson Trucking has an Indeed employee rating of 4.2 out of 5; no Glassdoor rating is available. This favorable Indeed score suggests generally positive employee sentiment, although the supplied information does not identify specific recurring praise or complaints. In particular, it does not provide enough review text to verify common positive or negative themes regarding management, pay, scheduling, or home time.

• Salary range: $55,000-$70,000
• Routes: intrastate non-hazardous
• Power units: 15
• Drivers: 14
• Miles driven: 36,000 (2023)

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

Bullet Transit Company, Inc. (DOT: 885879) is an active intrastate, non-hazardous carrier located in Madison, Wisconsin; its founding date is not available. The company operates dry-van and flatbed equipment and primarily transports construction materials, with full-truckload, partial-truckload, and last-mile services. It hires CDL-qualified local, OTR, flatbed, and team drivers.

Driver benefits include a sign-on bonus, safety bonuses, health, dental, vision, life, and disability insurance, paid time off, guaranteed home time, and a 401(k) retirement plan. The company reports approximately 15 trucks, 14 drivers, and a general driver salary range of $55,000 to $70,000.

Bullet Transit has an Indeed rating of 4.0, while a Glassdoor rating is not available. The available ratings suggest generally positive employee sentiment, particularly regarding compensation and benefits, while driver-fitness and vehicle-maintenance scores of 2.3 and 2.0 indicate potential concerns in those areas. Detailed employee comments identifying the most common positive or negative feedback were not provided.

• Salary range: $45,000-$55,000
• Routes: interstate
• Power units: 19
• Drivers: 13
• Revenue: $4,584,000
• Miles driven: 259,817 (2023)

• Indeed: 4.0 / 5

O' Mara Moving Systems, Inc. (DOT: 74476) was established in 1937 and is located at 1422 Packers Avenue in Madison, Wisconsin. The company hauls general freight, household goods, and other cargo, primarily using dry vans and flatbed equipment. It hires CDL-qualified local and over-the-road drivers, including flatbed and team drivers.

Driver benefits include health, dental, vision, life, and disability insurance, paid time off, and a 401(k) retirement plan. O' Mara also offers direct deposit and maintains a fleet with an average vehicle age of approximately five years. Reported driver pay ranges from about $45,000 to $55,000 annually.

O' Mara Moving Systems has an Indeed rating of 4.0 out of 5 and a Google rating of 4.5; no Glassdoor rating is available. The available information does not provide enough detailed employee reviews to identify consistent positive or negative themes, although the ratings suggest generally favorable public sentiment.