CDL-A Flatbed Independent Contractor Truck Drivers

This job opportunity is OPEN | Updated 7/16/2026 6:02:31 PM
CRST Transportation Company & Logistics Solutions Since 1955
 Sheboygan, WI
$256,000 - $272,000 per year
Lease Purchase Flatbed Over the Road 1-2 years

Apply NOW!

CDL-A Flatbed Independent Contractor Truck Drivers - Owner Operators and Lease Purchase Program!

CRST The Transportation Solution Inc. is offering experienced flatbed CDL-A truck drivers the opportunity to take control of their career and income. Whether you own your truck or are looking to lease, we have a path for you!

CDL-A Flatbed Owner Operator Truck Driver Earnings & Bonuses:

  • $2,500 Sign-On Bonus
  • Annual Earnings: $256,000 - $272,000
  • Earn up to 73% of Revenue + 100% Fuel Surcharge
  • Choose Your Own Loads - Full access to a load board for complete control
  • Weekly Payroll - Consistent and dependable pay schedule
  • Flatbed Securement Training Available
  • CDL-A Flatbed Lease Purchase Program Details

  • $0 Money Down
  • No Credit Check Required
  • Walk-Away Lease - Flexibility if your plans change
  • Late Model Freightliner Cascadia Trucks Available
  • No truck payments for the first 3 weeks of your lease
  • Bumper-to-Bumper Maintenance Program Included
  • Truck Ownership Made Easy
  • CDL-A Flatbed Owner Operator Benefits:

  • Benefits are offered through a 3rd Party
  • Optional health insurance offered thru True Choices Personal Insurance. Questions about what they have to offer? Please call 888-718-9175.
  • CDL-A Flatbed Owner Operator Truck Driver Requirements:

  • 21 years or older
  • CDL A, 12 Months of CDL A Truck Driving Experience required
  • Qualified applicants with arrest and conviction records will be considered for employment pursuant to applicable federal, state, and local laws.
  • Take the next step toward independence and financial freedom.
    Join CRST's network of successful independent contractors and flatbed professionals.

  • Benefits are offered through a 3rd Party
  • Optional health insurance offered thru True Choices Personal Insurance. Questions about what they have to offer? Please call 888-718-9175.
  • 21 years or older
  • CDL A, 12 Months of CDL A Truck Driving Experience required
  • Securement Training Programs Available
  • Qualified applicants with arrest and conviction records will be considered for employment pursuant to applicable federal, state, and local laws.


  • Beyond the job benefits already listed above for truck driving jobs in Sheboygan, there are several other key advantages for truckers living here. With several ports on the west side of Lake Michigan including the Port of Milwaukee, City of Port Washington, and the Port of Green Bay, there is a steady stream of work for truck drivers living in Sheboygan. Whether it is a marine engine, and aircraft engine or any of the other products in Wisconsin, there is continuous need for truckers combines with a solid quality of life.



    Apply for this job in less than 1 minute!


    CDL-A Flatbed Independent Contractor Truck Drivers - Owner Operators and Lease Purchase Program!

    CRST The Transportation Solution Inc. is offering experienced flatbed CDL-A truck drivers the opportunity to take control of their career and income. Whether you own your truck or are looking to lease, we have a path for you!

    CDL-A Flatbed Owner Operator Truck Driver Earnings & Bonuses:

  • $2,500 Sign-On Bonus
  • Annual Earnings: $256,000 - $272,000
  • Earn up to 73% of Revenue + 100% Fuel Surcharge
  • Choose Your Own Loads - Full access to a load board for complete control
  • Weekly Payroll - Consistent and dependable pay schedule
  • Flatbed Securement Training Available
  • CDL-A Flatbed Lease Purchase Program Details

  • $0 Money Down
  • No Credit Check Required
  • Walk-Away Lease - Flexibility if your plans change
  • Late Model Freightliner Cascadia Trucks Available
  • No truck payments for the first 3 weeks of your lease
  • Bumper-to-Bumper Maintenance Program Included
  • Truck Ownership Made Easy
  • CDL-A Flatbed Owner Operator Benefits:

  • Benefits are offered through a 3rd Party
  • Optional health insurance offered thru True Choices Personal Insurance. Questions about what they have to offer? Please call 888-718-9175.
  • CDL-A Flatbed Owner Operator Truck Driver Requirements:

  • 21 years or older
  • CDL A, 12 Months of CDL A Truck Driving Experience required
  • Qualified applicants with arrest and conviction records will be considered for employment pursuant to applicable federal, state, and local laws.
  • Take the next step toward independence and financial freedom.
    Join CRST's network of successful independent contractors and flatbed professionals.

  • Benefits are offered through a 3rd Party
  • Optional health insurance offered thru True Choices Personal Insurance. Questions about what they have to offer? Please call 888-718-9175.
  • 21 years or older
  • CDL A, 12 Months of CDL A Truck Driving Experience required
  • Securement Training Programs Available
  • Qualified applicants with arrest and conviction records will be considered for employment pursuant to applicable federal, state, and local laws.


  • Beyond the job benefits already listed above for truck driving jobs in Sheboygan, there are several other key advantages for truckers living here. With several ports on the west side of Lake Michigan including the Port of Milwaukee, City of Port Washington, and the Port of Green Bay, there is a steady stream of work for truck drivers living in Sheboygan. Whether it is a marine engine, and aircraft engine or any of the other products in Wisconsin, there is continuous need for truckers combines with a solid quality of life.


    Apply for this job in less than 1 minute!

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