Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

CDL A Team Drivers - 1099 - Madison - WI

$12,000 per week

roadrunner

Contracting CDL-A Teams
  • HIGH GROSS. REAL FREEDOM - Up to $12K/week for teams*
  • YOUR BUSINESS, YOUR WAY - Choose your own loads, routes, home time
  • RUN WITH THE BEST - Join as an existing team or start your teams career here

Contracting CDL A Team Drivers!

Roadrunner is built differently. There are no company drivers, no competing for freight, and no forced dispatch. You choose your loads, routes, and home time while running under a model designed for independence.

With consistent freight, stable rates, and full back-end support, Roadrunner gives you the tools to grow your business-without the usual headaches of running it alone.

Existing Team Drivers - Lease Purchase Overview

  • Total control of your operation. Choose your lanes, routes, and home time, with access to freight across 19 core locations. Stay out as long as you want (recommended 2+ weeks) and run your business your way.
  • Strong weekly revenue potential. Teams average $8,000-$12,000 per week paid to the truck, earning an additional $0.20/mi on published rates.*
  • 100% no-touch freight. You spend more time on the road and less time waiting. Drop & hook with preloaded trailers.
  • Built-in stability without the hassle. No need to source freight or manage billing, compliance, or collections-Roadrunner handles it, so you can focus on driving and earning.
  • Team up your way. Already have a partner or need one? Roadrunner can help match you with a teammate.
  • No forced dispatch. You decide what freight you take-period.

Start Your Team Driving Career Here

  • One truck. Double the miles. Teaming means the truck almost never stops, and neither does your earning potential. Teams running with Roadrunner average $8,000 or more per week paid to the truck* - a level of revenue that's simply out of reach for solo drivers.
  • More miles, more momentum. With one driver resting while the other runs, teams can cover the kind of mileage that stacks income fast. OTR lanes are designed to keep trucks moving, with drop & hook freight, preloaded trailers, and no appointments slowing you down.
  • Earn above published rates. Teams earn an additional $0.20/mi* on top of published rates - rewarding the productivity that team operations deliver.
  • You choose when and where. No forced dispatch means you're in control of your lanes, your routes, and how long you stay out. Roadrunner recommends teams stay out 2+ weeks to maximize earning weeks, but the schedule is yours to run.
  • Built-in teammate, built-in support. New to teaming? Roadrunner can match you with a compatible teammate so you can hit the road with confidence - no need to figure it out alone.

Lease Purchase Contractor Options

  • Path to ownership made simple. Transition from company driver with low down payments starting at $1,500-no need for large upfront capital.
  • Flexible truck options. Lease through trusted partners like Lone Mountain, Arrow, and TEL with a variety of truck specs and payment plans.
  • Affordable weekly payments. Truck payments start as low as $400 per week, with flexible terms from 30-84 months.
  • Set up for long-term success. Choose a plan that fits your budget and business goals without being locked into one-size-fits-all equipment.

Benefits & Perks

  • Run under Roadrunner's DOT for free. Let us handle the admin workload, lower your truck insurance and plate costs, and support your business while you focus on the road.
  • Rare health coverage benefits. We offer affordable medical and dental insurance plans, so you're not sacrificing your health for your business.
  • Referral bonuses that pay big. Earn $1,000 for solos and $4,000 for teams.
  • Save more on every mile. Exclusive fuel discounts through various fuel partners-keeping more money in your pocket on every fill-up.
  • Driver-friendly policies. Pet program available.
  • Efficient freight network. OTR lanes are primarily drop & hook, no-touch freight with preloaded trailers and no appointments.

All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Base pay ranges $1.05-$3.50CPM. Drivers required to have inward facing cameras. Talk with a recruiter to confirm specific details.

There is no deadline to apply. Applications are accepted on an ongoing basis.

OTR Driver Requirements

  • Valid CDL A license
  • 1 year verifiable experience
Vacancy posted 2 hours ago
Similar jobs that could be interesting for youBased on the CDL A Team Drivers - 1099 - Madison - WI in Madison, WI vacancy
  • $12,000 per week

     ...Contracting CDL-A Truck Drivers HIGH GROSS. REAL FREEDOM - Up to $12K/week for teams; up to $4K/week solo* YOUR BUSINESS, YOUR WAY - Choose your own loads, routes, home time BETTER BENEFITS, LOWER COST - Health insurance plans available Run with the Best... 
    Suggested
    Weekly pay
    For contractors
    Flexible hours

    roadrunner

    Madison, WI
    2 hours ago
  • $175 per hour

     ...Description ~ Hiring Location: Madison, WI Additional Perks: ~...  ...the-job training ~ Recent CDL Holders or Recent Grads Welcome! ~ Teams Welcome! Benefits Top Drivers Earn up $0.88 CPM and $104k+...  ...Requirements Valid Class A CDL Must have at least 2... 
    Suggested

    Dutch Maid Logistics

    Madison, WI
    15 days ago
  • $1,450 - $1,950 per week

     ...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc. Pay: $1,450 to $1,950 per week Route Type:...  ...looking for reliable, experienced drivers to join our team of professional drivers. We've been in business over 5... 
    Suggested
    Weekly pay
    Immediate start
    Night shift

    AllTruckJobs

    Madison, WI
    9 hours ago
  • $30 per hour

     ...Company Driver | Dry Van Location: Madison, WI Company: CRST, The Transportation Solution Pay...  ...Inc. is urgently hiring experienced CDL-A Truck Solo Drivers for dedicated freight...  ...excellent run options for both team and solo drivers with brand new... 
    Suggested
    Weekly pay
    Seasonal work
    Local area
    Immediate start
    Relocation package

    AllTruckJobs

    Madison, WI
    9 hours ago
  •  ...Company Driver | Dry Van Location: Madison, WI Company: Poly-Trucking Pay: $0.70 per mile...  ...growing fleet, contact our recruiting team today at (***) ***-****. About Poly...  ...~ Minimum 21years old ~ Class A CDL ~1 year recent OTR experience ~... 
    Suggested
    Immediate start

    AllTruckJobs

    Madison, WI
    9 hours ago
  • $5,500 per month

     ...Contracting CDL-A Truck Drivers EARN TODAY. OWN TOMORROW - Up to $1,650 weekly take-home PAID TO GET STARTED - $5,000 sign-on bonus + $500 orientation pay EASY FREIGHT. EASY WEEKS. - 100% no-touch dry van , 60% drop & hook Why Drive for Riverside Transport... 
    Weekly pay
    Relocation package
    Flexible hours

    riverside transport

    Madison, WI
    2 hours ago
  • $96k

     ...Hiring CDL-A Truck Drivers PAY THAT KEEPS GROWING - Earn up to $96,000/yr + scheduled raises built in* GREAT HOME TIME OPTIONS - Home as...  ...open-door policy that goes all the way to the President. That's Team TLI. CDL-A Truck Driver - Solo Job Details Strong pay... 
    Extra income
    Work at office
    Relocation package

    Transco Lines

    Madison, WI
    2 hours ago
  • $105k

     ...Hiring CDL-A Truck Drivers EARN MORE WITH TUCKER - Average up to $105,000 per year* ROLL IN THE NEWEST IRON - Late-model trucks equipped...  ...shapes the way Tucker runs: with genuine respect for drivers, a team-first culture, and a commitment to making sure every driver... 
    Weekly pay

    Tucker Freight Lines

    Madison, WI
    2 hours ago
  • $1,171.4 - $2,106.07 per week

     ...SYSTEM TRANSPORT! System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. You will be transporting important...  ..., machinery, coils, and specialty metals. Join our team for competitive pay, excellent benefits, a great work-life... 
    Weekly pay

    System Transport

    Madison, WI
    4 days ago
  • $1,600 per week

     ...Hiring CDL-A Truck Drivers TOP DRIVERS EARN - Up to $90,000 per year* INCENTIVES THAT ADD UP - Bonuses, accessorial pay + more* YOUR CAREER...  ...less than 2.5 years old, backed by 24/7 dispatch and support teams. Paid orientation. Company Benefits + Perks... 

    Kivi Bros Trucking

    Madison, WI
    2 hours ago
  • $4,000 per week

     ...| Dry Van Location: Madison, WI Company: CRST, The Transportation...  ...Driving lower 48 states Driver assist position - loading and...  ...run options for both team and solo drivers with brand new...  ...~21 years or older ~ CDL A, 6 months OTR experience required... 
    Weekly pay
    For contractors
    Local area
    Immediate start
    Relocation package

    AllTruckJobs

    Madison, WI
    9 hours ago
  • $1,700 - $1,800 per week

     ...and underdeliver? CORE48 Transport is hiring experienced OTR CDL-A Drivers who want consistent miles, strong equipment, honest...  ...Tanker, Reefer Van Experience • Modern Equipment • Supportive Team Environment • Home Back to Texas WHY CORE48 We're a driver... 
    Weekly pay
    Flexible hours
    Shift work

    CORE48 Transport

    Madison, WI
    2 hours ago
  • $28 - $32 per hour

     ...Job Description Job Description Job Title: CDL A or B Driver - Semi-Trailer, Flatbed & Moffett, Box Truck Delivery Driver Location: Madison, WI Pay: $28 - $32+/hr depending on experience Schedule • Monday – Friday • Start time between 6:00 AM... 
    Local area
    Monday to Friday

    Pace Drivers

    Madison, WI
    more than 2 months ago
  • $2,200 - $3,100 per week

     ...Requirements ~ CDL Class A ~ Minimum 1 year of verifiable OTR experience...  ...& Ops Managers are former drivers) ~ Full-Time, steady work...  ...on long-haul assignments from Madison, WI with a focus on hazardous...  ...Express, you’ll be part of a team committed to safety and efficiency... 
    Extra income
    Full time
    Relocation package
    Flexible hours

    Pulse Express

    Madison, WI
    14 days ago
  • $1,505 - $2,175 per week

     ...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed...  ...CPM as loaded miles (company drivers only) ~ Extra Stops: $50 per...  ...career with HMD Trucking in Madison, WI, hauling flatbed freight...  ....\n\nExperience a supportive team environment with top-of-the-line... 
    Hourly pay
    Full time
    Second job
    Relocation package
    Flexible hours
    Night shift

    HMD Trucking

    Madison, WI
    8 days ago
  • $1,350 - $2,250 per week

     ...Requirements ~1 year of CDL-A OTR experience ~ No DUI/DWI in the last 5 years...  ...description Drive cross-country routes from Madison, WI with HMD Trucking, delivering dry van...  ...Bring your CDL A license and 12+ months’ OTR experience to a driver-focused team.... 
    Hourly pay
    Full time
    Second job
    Relocation package
    Flexible hours
    Night shift

    HMD Trucking

    Madison, WI
    8 days ago
  • $108k

     ...Hiring OTR CDL-A Drivers TOP PAY, REAL RESULTS - Earn up to $108,000 per year* START...  ...invest in modern equipment, strong support teams, and career paths that reward performance...  ...experience within the last 3 years ~1099 Contractors: 1 year of experience within... 
    For contractors
    Relocation package

    Halvor Lines

    Fitchburg, WI
    2 hours ago
  • $1,350 per week

     ...Hiring CDL-A Truck Drivers STEADY WEEKS, STEADY PAY - Earn $1,350+ per week* GET PAID TO GET STARTED - $10,000 sign-on bonus* TOP TRUCKS FOR TOP DRIVERS - Fully-loaded 2023-2026 trucks Why Drive for Hirschbach? Hirschbach is hiring CDL A truck drivers in the... 
    Local area
    Relocation package

    Hirschbach Motor Lines

    Madison, WI
    2 hours ago
  • $200 per day

     ...Dollar General Fleet is hiring Class A CDL Truck Drivers for regional home weekly routes. As a DG Fleet driver, you'll connect our distribution centers with Dollar General stores and new locations expanding across the country - all while getting home every week and bringing... 
    Weekly pay
    Full time
    Temporary work

    Dollar General Fleet

    Madison, WI
    2 hours ago
  • $92k

     ...Hiring CDL-A Truck Drivers PAY THAT GOES THE DISTANCE - Drivers can earn $0.55 - $0.66CPM* EQUIPMENT YOU CAN TRUST - Modern trucks, steady freight, no forced NYC OWN MORE THAN YOUR ROUTE - ESOP ownership means your miles build equity Why Drive for J&R Schugel? At J&R Schugel... 
    Relocation package

    J&R Schugel Trucking

    Madison, WI
    2 hours ago
  • $117k

     ...Hiring CDL-A Drivers DECK VAN POSITION - Earn up to $104,000 per year DRIVER FRIENDLY SCHEDULE - Home every weekend! HAUL EXCITING LOADS - Unloading ATVs and UTVs Why Drive for Halvor Lines? Halvor has been named a "Best Fleet to Drive For"... 

    Halvor Lines

    Madison, WI
    2 hours ago
  • $88.4k

     ...Hiring CDL-A Truck Drivers PAY THAT SHOWS UP - Earn up to $88,400 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 orientation pay* EASY FREIGHT. EASY WEEKS - 100% no-touch dry van hauling Why Drive for Riverside Transport? At Riverside Transport... 
    Daily paid
    Temporary work
    Relocation package
    Flexible hours

    riverside transport

    Madison, WI
    2 hours ago
  • $93.6k

     ...Hiring CDL-A Truck Drivers ONE COMPANY. MANY PATHS - OTR & dedicated opportunities PAY YOU CAN PLAN AROUND - Earn up to $93,600 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 paid orientation* Why Drive for Riverside Transport? At Riverside... 
    Temporary work
    Relocation package
    Flexible hours

    riverside transport

    Madison, WI
    2 hours ago
  •  ...TransAm Trucking Company Truck Driver Jobs TransAm Trucking is now hiring company CDL-A truck drivers for long-haul career opportunities! Apply today and enjoy life on the road with competitive pay and benefits, top-of-the-line equipment, and plenty of great driver rewards... 
    Weekly pay
    Daily paid
    Local area
    Immediate start

    Trans AM Trucking

    Madison, WI
    2 hours ago
  • $1,725 per week

    Hiring CDL-A Truck Drivers FLEXIBLE OPTIONS - Regional, OTR, and Home Weekly jobs HIGH-END PAY - OTR drivers earn 82CPM; up to $2,350/wk HIRING NATIONWIDE - Company jobs, 100% no-touch freight Why Drive for K&B Transportation? It's pretty simple-we're a no-nonsense, no-... 
    Weekly pay
    Flexible hours

    K&B Transportation

    Madison, WI
    2 hours ago
  • $112k

     ...Hiring CDL-A Truck Drivers PAY THAT DELIVERS - Earn up to $112,000 per year* STACK THE BONUSES - Up to $0.05/mi monthly + up to $5,000 sign-on* ROLL, DON'T LOAD - 100% no-touch flatbed freight Why Drive for Decker Truck Line? At Decker Truck... 
    Relocation package

    Decker Truck Line

    Madison, WI
    2 hours ago
  • $1,900 per week

     ...CDL A Regional Driver No Experience Required Antigo WI Compensation 1200-1900 Frequency weekly Employment Full Time Transmission Type...  ...Paid orientation PandoLogic. Category:Transportation, Keywords:Class A Driver, Location:Madison, WI-53792
    Weekly pay
    Daily paid
    Full time
    Temporary work
    Immediate start
    Flexible hours

    Road Warrior

    Madison, WI
    16 days ago
  • $75k

     ...Hiring CDL-A Truck Drivers PREMIUM PAY, EVERY DAY - Experienced drivers start at 70 CPM BIG BONUS, BETTER BENEFITS - $1,000 sign-on + PTO + full benefits WEEKLY HOME TIME TO STAY FRESH - Get home every weekend! Why Drive for K&B Transportation? K&B Transportation... 
    Relocation package

    K&B Transportation

    Madison, WI
    2 hours ago
  • $1,400 - $1,600 per week

     ...Drive for a Company That Still Knows Your Name Tired of mega carriers where drivers feel like a truck number? Western Dairy Transport (WDT ) is hiring OTR CDL-A Tanker Drivers across the I-80 I-90 corridorsfor drivers looking for reliable miles, flexible home time... 
    Weekly pay
    Flexible hours

    Western Dairy Transport

    Madison, WI
    2 hours ago
  • $1,700 per week

     ...Job Description Experienced Class A CDL Truck Driver – Solo & Team Company Driver Positions | Competitive Weekly Pay | Consistent Home Time $2,500 Referral Bonus + 1 Week Paid Vacation per Referral \n \n Kottke Trucking, a family-owned and operated carrier since... 
    Weekly pay
    Temporary work

    Kottke Trucking, Inc

    Madison, WI
    11 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to CDL A Team Drivers - 1099 - Madison - WI. Be the first to apply!