1099 OTR team driving position

DS LOGISTICS GROUP INC

Brookfield, Waukesha County
CDL A Otr Dry Van
$208,000 - $228,800/yr
Apply Now

Posted 1 weeks ago

What to Expect

This is a full_time Over-the-Road (OTR) dry van position with DS LOGISTICS GROUP INC in Brookfield, Waukesha County. You will need a CDL Class A license. The position pays $208,000 - $228,800/yr.

Job Description

1099 OTR team driving position ❮ back to last search DS LOGISTICS GROUP INC Brookfield, Wisconsin 4000-4400 USD per week Full time Apply for this job About the Company As a freight transportation organization, our goal is to deliver excellent customer service, have a beneficial influence on the community and the environment, and generate world-class professionals that represent our company. About the Job We are seeking a Class A Drivers Wanted immediately to join our team! You will be responsible for safely operating a truck with a capacity of at least 26,000 pounds Gross Vehicle Weight (GVW). Looking for Team Drivers. please call for more information. (0.60-0.70 Cpm) Safely operate a heavy or tractor-trailer truck Load and unload cargo Properly track and document activity log Report any issues or incidents to dispatch Inspect truck before and after trip Job Summary Contract Driver (1099, Team) Dry Van OTR $4,000 - $4,400 gross total weekly avg. pay per team 6,500 - 7,000 avg. miles per week per team $300 sign on bonus per team Dedicated, Line Haul No Driver Load/Unload Home Time 21 - 22 expected days out Get 4 days of home time for every 21 days worked No guaranteed weekends home Core Responsibilities include, but are not limited to Inspection of vehicle, equipment, and cargo to ensure everything is safe, legal, and secure. Being available for work at all times in order to meet customer pickup and delivery schedules. Maintaining a clean, sanitary, and safe work area. Orientation Details Offers paid orientation Does not cover accommodation Drivers get their own room No meals are included Covers some or all travel expenses Hiring Requirements Class A license 5 months OTR experience We're an equal opportunity employer Apply for this job Stats for this job Salary comparison: This job National average Logistics & Warehouse 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 1099 OTR team driving position 4000-4400 USD per week DS LOGISTICS GROUP INC Wauwatosa, Wisconsin 1099 OTR Team driving position 3600-4400 USD per week DS LOGISTICS GROUP INC West Allis, Wisconsin 1099 Teams OTR Class A 3600-3600 USD per week Webbs Logistics LLC West Allis, Wisconsin OTR Truck Driving for TEAM 4200-5200 USD per week Zmile Inc Milwaukee, Wisconsin 1099 Team CDLA OTR Van 3000-3000 USD per week AGA-EXPRESS LLC Greenfield, Wisconsin Popular searches Van driving Brookfield, 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

Requirements

  • CDL Class A license
  • 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 $208,000 - $228,800/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

Related Jobs

$72,800 - $83,200/yr
Tuscaloosa, Tuscaloosa County Today
CDL A Otr Dry Van

About the Company Come earn more money with Voyager Express A company that treats you like family! Find the right Income vs Home time for you with Voyager Express. We have lanes to get you home every...

View Details →
$72,800 - $83,200/yr
Huntsville, Madison County Today
CDL A Otr Dry Van

About the Company Come earn more money with Voyager Express A company that treats you like family! Find the right Income vs Home time for you with Voyager Express. We have lanes to get you home every...

View Details →
$46,800 - $57,200/yr
Hoover, Jefferson County Today
CDL A Otr Reefer home every weekend

Job Summary Company Driver (W2, Solo) Refrigerated and Dry Van OTR $900 - $1,100 total weekly avg. pay 2,000 - 3,000 avg. miles per week Line Haul No Driver Load/Unload Home Time 5 expected days out G...

View Details →
$46,800 - $57,200/yr
Montgomery, Montgomery County Today
CDL A Otr Reefer home every weekend

Job Summary Company Driver (W2, Solo) Refrigerated and Dry Van OTR $900 - $1,100 total weekly avg. pay 2,000 - 3,000 avg. miles per week Line Haul No Driver Load/Unload Home Time 5 expected days out G...

View Details →

Class A Company Driver, OTR, Refrigerated

FREEDOM TRANS DEDICATED LLC

$52,000 - $57,200/yr
Auburn, Lee County Today
CDL A Otr Flatbed

About the Company Freedom Trans Dedicated is based out of Gainesville, GA. We work with Refrigerated Units and Flatbeds. At Freedom Trans Dedicated, we treat our drivers like they're family. We do our...

View Details →

Class A Company Driver, OTR, Refrigerated

FREEDOM TRANS DEDICATED LLC

$52,000 - $57,200/yr
Huntsville, Madison County Today
CDL A Otr Flatbed

About the Company Freedom Trans Dedicated is based out of Gainesville, GA. We work with Refrigerated Units and Flatbeds. At Freedom Trans Dedicated, we treat our drivers like they're family. We do our...

View Details →

Get Weekly Job Alerts

Receive the latest CDL trucking jobs delivered to your inbox every Sunday. Free, no spam.