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OTR Solo CDL-A Truck Driver – High Weekly Earnings Option

Milwaukee, WI | OTR / Dry Van (1099 Contractor) | $1,900–$2,300+

Pay & Compensation

  • Weekly pay: $1,900–$2,300+
  • Per-mile pay: up to $0.70 per mile (loaded & empty)
  • Safety & referral bonuses included
  • Calculate your potential earnings with our CDL-A Pay Calculator

Location & Routes

  • Milwaukee, WI
  • OTR dry van routes, 2–3+ weeks on the road before home
  • Dry van freight transport across the U.S.
  • Solo driving schedule, flexible long-haul trips

Job Description

  • Operate Class A tractors safely on multi-week OTR dry van routes
  • Haul freight efficiently while complying with DOT regulations and hours-of-service rules
  • Track and report miles accurately for contractor pay
  • Maintain pre-trip, en-route, and post-trip vehicle inspections
  • Communicate with dispatch regarding route adjustments, delays, or delivery updates
  • Follow all safety policies and cargo handling procedures

Requirements

CDL Class A

Valid CDL-A license with clean driving record

Experience

OTR dry van or long-haul hauling experience preferred

Age Requirement

Must meet minimum age requirements for CDL-A operation

MVR & Risk

Good Motor Vehicle Record and compliance with safety standards

Physical Ability

Capable of managing multi-week driving assignments independently

Communication

Effective communication with dispatch and team

Equipment & Fleet

  • Newer trucks with APUs, sleepers, and comfort features
  • Regular fleet maintenance for safety and efficiency
  • Equipped for dry van freight and long-haul routes

Home Time

  • Return home after 2–3+ week trips
  • Flexible stops and route adjustments as needed

Hiring Process

  • Apply online via the button below
  • Background & DOT checks
  • Orientation and training for OTR dry van routes
  • Meet dispatch and support team
  • Start your long-haul driving career

Benefits

  • Competitive per-mile pay with safety and referral bonuses
  • Paid for both loaded and empty miles
  • Modern trucks with APUs, sleepers, and comfort features
  • Contractor flexibility for experienced drivers
  • Maximize weekly earnings on long-haul OTR routes
  • Supportive dispatch and safety programs

FAQ

What type of freight will I haul?

Dry van freight across the U.S. on long-haul OTR routes.

How often will I be home?

Typically 2–3+ weeks on the road before returning home.

What is the pay structure?

Per-mile pay up to $0.70, paid for both loaded and empty miles, plus safety and referral bonuses.

Are trucks modern?

Yes, equipped with APUs, sleepers, and comfort features.

What are the CDL requirements?

Valid CDL-A license with a clean driving record is required.

Is this position 1099 or W-2?

This is a 1099 contractor position with flexible pay model.

Real Routes Our Drivers Take

  • Milwaukee, WI → Dallas, TX
  • Milwaukee, WI → Atlanta, GA
  • Milwaukee, WI → Los Angeles, CA

Career Opportunities

As an OTR Solo CDL-A Truck Driver based in Milwaukee, WI, you have opportunities to expand your driving career with consistent long-haul dry van routes across the U.S. Drivers can maximize weekly earnings while gaining valuable experience in high-mileage OTR operations. This role offers contractor flexibility, modern equipment, and professional support to enhance efficiency and safety on every trip.

OTR Solo CDL-A Truck Driver – High Weekly Earnings Option Milwaukee, WI

This Milwaukee-based OTR solo CDL-A driving position provides long-haul routes for experienced drivers seeking high weekly earnings. With multi-week trips, modern trucks equipped with APUs and sleepers, and per-mile contractor pay up to $0.70 plus bonuses, drivers can optimize income while enjoying flexible OTR scheduling and professional support on the road.

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