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CDL A Team Contract Driver (1099), OTR, Dry Van

TTK Express

West Allis, Milwaukee County
CDL A Otr Dry Van
$104,000 - $208,000/yr
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Posted 1 weeks ago

What to Expect

This is a full_time Over-the-Road (OTR) dry van position with TTK Express in West Allis, Milwaukee County. You will need a CDL Class A license and 3_plus of experience. The position pays $104,000 - $208,000/yr.

Job Description

CDL A Team Contract Driver (1099), OTR, Dry Van ❮ back to last search TTK Express Wauwatosa, Wisconsin 2000-4000 USD per week Full time Apply for this job About the Job Operating out of Atlanta. Can Greyhound/ fly you if needed. Job Summary Contract Driver (1099, Team) Dry Van OTR $2,000 - $4,000 gross total weekly avg. pay per team 5,500 - 7,000 avg. miles per week per team Line Haul No Driver Load/Unload Home Time 14 - 21 expected days out Get 2 days of home time for every 14 days worked Home at least one weekend per month Core Responsibilities include, but are not limited to Maintaining a clean, sanitary, and safe work area. Inspection of vehicle, equipment, and cargo to ensure everything is safe, legal, and secure. Hiring Requirements Class A license without any of the following restrictions: (E) No Manual, (L,Z) Air Brakes, (G) Night Driving, (O) No Semi Trailer or (K) Intrastate Only 3 years Tractor Trailer experience Apply for this job Stats for this job Salary comparison: This job National average Travel Jobs average Wisconsin average Salaries The number of jobs in each salary range for all: Receive similar jobs by email Create alert By creating an alert, you agree to our T&Cs and Privacy Notice, and Cookie Use. Similar jobs CDL A Team Contract Driver (1099), OTR, Dry Van 3500-3500 USD per week MID LOGISTICS INC Waukesha, Wisconsin CDL A Team Contract Driver (1099), OTR, Dry Van 3500-3500 USD per week MID LOGISTICS INC Brookfield, Wisconsin CDL A Team Contract Driver (1099), OTR, Dry Van 3500-3500 USD per week MID LOGISTICS INC West Allis, Wisconsin CDL A Contract Driver (1099), OTR, Dry Van 1440-2040 USD per week OVERLOG INC Waukesha, Wisconsin CDL A Contract Driver (1099), OTR, Dry Van 1440-2040 USD per week OVERLOG INC West Allis, Wisconsin Popular searches Personal driver Wauwatosa, WI Back to last search ❮ back to last search Receive similar jobs by email Create alert No thanks, take me to the job By creating an alert, you agree to our T&Cs and Privacy Notice, and Cookie Use. Apply for this job
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Requirements

  • CDL Class A license
  • 3_plus of driving experience
  • Clean MVR (Motor Vehicle Record)
  • At least 21 years old (interstate)
  • Valid DOT physical card

About Over-the-Road (OTR) Trucking

OTR trucking involves long-haul routes that cross multiple states, often keeping drivers on the road for two to three weeks at a time before returning home. These positions are ideal for drivers who enjoy travel and independence, and they typically offer the highest pay in the industry. OTR drivers are the backbone of America's freight system, moving goods coast to coast on tight schedules.

Learn more about over-the-road (otr) trucking →

A Day in the Life

A typical day as an OTR dry van driver starts early with a thorough pre-trip inspection of your tractor and enclosed trailer. You hit the interstate and cover 450 to 550 miles, stopping for fuel, meals, and mandated 30-minute breaks. Much of your day is spent on the open highway, managing your Hours of Service log and communicating with dispatch about your next load. At the end of your shift you park at a truck stop or rest area, settle into the sleeper berth, and prepare for another day on the road.

Pros & Cons of Over-the-Road (OTR) Driving

Pros

  • + Highest earning potential among driving positions
  • + See the country and enjoy the freedom of the open road
  • + Opportunities available even for newer CDL holders
  • + Carriers often provide sign-on bonuses and full benefits
  • + Consistent freight volume means strong job security

Cons

  • − Weeks away from home and family at a time
  • − Irregular sleep schedules and limited exercise options
  • − Truck stop meals can make healthy eating challenging
  • − Wear and tear from long hours in the driver seat
  • − Limited personal space living in a sleeper cab

About Dry Van Trucks

Dry van trailers are fully enclosed, non-temperature-controlled boxes used to haul general freight such as consumer goods, electronics, and packaged food. They are the most common trailer type on American highways and offer the widest variety of available loads. Dry van driving is often recommended for newer CDL holders because loading and unloading is typically handled by warehouse staff.

Browse all dry van jobs →

Career Path

1

CDL Training & First Year

Complete CDL school, earn your Class A license, and gain your first year of OTR experience with a training carrier.

Read guide →
2

Experienced OTR Driver

With 1-2 years of clean driving, you qualify for better carriers, higher CPM, and more desirable lanes.

Read guide →
3

Specialized or Lease Operator

Move into higher-paying specialized freight (Hazmat, oversized) or explore lease-purchase programs.

Read guide →
4

Owner-Operator or Trainer

Run your own truck as an owner-operator or mentor the next generation as a driver trainer.

Read guide →

Trucking in Wisconsin

Schneider National is headquartered in Green Bay, and Wisconsin's manufacturing sector creates steady demand.

Average driver salary in Wisconsin: $50,000 - $72,000/yr

Browse all Wisconsin trucking jobs →

Frequently Asked Questions

How much does this over-the-road (otr) job pay?

This position pays $104,000 - $208,000/yr. Actual pay may vary based on experience, endorsements, and miles driven.

What CDL class do I need for this job?

This position requires a CDL Class A license. Class A allows you to operate combination vehicles over 26,001 lbs GVWR.

What is the trucking job market like in Wisconsin?

Schneider National is headquartered in Green Bay, and Wisconsin's manufacturing sector creates steady demand. The average truck driver salary in Wisconsin ranges from $50,000 - $72,000 per year.

Last updated: May 2, 2026

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