DriverRoll

CDL-A Owner Operator — 70% Market-Based Pay

Milwaukee, WI Posted Sep 5, 2026

  • OTR

Pay

$240k - $330k/yr

Location
Milwaukee, WI
Route
OTR · USA only
License
CDL A
Position
Owner operator
Experience
1+ year

About this job

Our company is contracting CDL-A Owner Operators and Lease Purchase drivers in Milwaukee, WI. You run your own business, pick your own loads, and get paid a 70% market-based rate.

Pay

  • 70% market-based pay per load
  • Top 25% of contractors average $240,000 to $330,000 a year in revenue
  • Market rate is set from internal and third-party data and can move up or down with supply, demand and seasonality
  • You see the rate on every load offered and can accept or decline it, so you control which loads fit your business best

Equipment and support

  • 24/7 access to a load board with hundreds of available loads
  • Nationwide trailer network of over 50,000 trailers
  • Over 34 shop and terminal locations across the country
  • Discounted shop rate of $80 an hour
  • Round-the-clock on-road support

Lease purchase option

  • Newer trucks available: Kenworth, Freightliner, Volvo, Peterbilt
  • Options with no money down
  • No credit check
  • Estimated weekly payments of $440 to $750
  • Maintenance escrow program available

Requirements

  • Valid CDL-A
  • At least 21 years old
  • At least 9 months of CDL-A driving experience

Contractor status

This is a 1099 independent contractor role. You're responsible for arranging your own health, dental, vision and other supplemental insurance. Pay terms and market rates may change over time.

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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CDL-A Owner Operator — 70% Market-Based Pay

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