DriverRoll

CDL-A Owner Operator — $5,500–$9,000/Week Gross

Windsor, ON Posted Nov 2, 2026

  • Dry Van
  • Flatbed
  • Regional

Pay

$5,500 - $9,000/wk

Location
Windsor, ON
Equipment
Dry Van, Flatbed
Route
Regional · Canada only
License
CDL A
Position
Owner operator
Experience
1+ year

About this job

Our company is looking for owner-operators to run their own authority with support from a large carrier network. You pick freight types and routes that suit your business, and get paid weekly by direct deposit.

Pay

  • Weekly gross runs $5,500–$9,000, depending on which trailer and route type you choose
  • This is gross revenue for your business, not a driver wage
  • Direct deposit every week

What you'll haul

  • Dry van, flatbed, and power-only loads available
  • Choice of local, regional, or national lanes

Support & perks

  • Discounts on fuel and tires
  • Cargo and liability insurance options
  • Trailer rentals with no money down, plus plate program, IFTA, and tractor insurance available
  • Bonus for referring other owner-operators
  • Bonus for clean roadside inspections
  • Dispatch support available around the clock
  • Onboarding can be completed remotely from anywhere

Requirements

  • At least 1 year of Class A driving experience
  • Clean driving record (MVR) and PSP report
  • Tractor model year 2000 or newer
  • Must be able to run under the company's DOT number and authority

The hiring carrier's name is shared with you once you apply through the DriverRoll app, where you can message them directly.

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