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Independent Driver Jobs in Wisconsin (NOW HIRING)

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Independent Driver information

See Wisconsin salary details

$397

$1.1K

$2.1K

How much do independent driver jobs pay per week?

As of Sep 1, 2026, the average weekly pay for independent driver in Wisconsin is $1,099.52, according to ZipRecruiter salary data. Most workers in this role earn between $726.92 and $1,223.08 per week, depending on experience, location, and employer.

What is an independent driver?

Independent drivers are self-employed individuals who use their own vehicles to provide transportation or delivery services, typically through platforms like Uber, Lyft, DoorDash, or directly for clients. They set their own schedules, choose their routes, and are responsible for maintaining their vehicles and handling business expenses. Unlike company-employed drivers, independent drivers are not salaried and instead earn money based on the number of trips or deliveries they complete. This role offers flexibility and autonomy but also requires managing taxes and benefits independently.

What does an independent driver do?

As an independent driver, you drive a truck to transport cargo. You own your business and operate as a contractor, contracting with clients instead of being a direct employee. Responsibilities include transporting goods on schedule, navigating along ideal routes respective to traffic and weather conditions, and loading and unloading the truck. Other duties include completing all required paperwork, stopping at weigh stations as required, billing clients and other bookkeeping tasks, ensuring appropriate receipt of delivery, and maintaining your truck.

What are the key skills and qualifications needed to thrive as an independent driver, and why are they important?

To thrive as an Independent Driver, you need a valid driver’s license, a clean driving record, and a thorough understanding of traffic laws and navigation. Familiarity with GPS navigation apps, ride-share or delivery platforms, and vehicle maintenance tools is often required. Strong time management, customer service, and communication skills help drivers excel and build a positive reputation. These skills ensure safe, efficient transportation, customer satisfaction, and consistent business opportunities.

What are some common challenges independent drivers face, and how can they manage them effectively?

Independent drivers often encounter challenges such as fluctuating demand, irregular income, and vehicle maintenance costs. Managing a flexible schedule can be both an advantage and a challenge, as peak hours may require working late nights or weekends. To succeed, it’s important to track expenses carefully, stay up-to-date on vehicle maintenance, and use multiple platforms or services to maximize earnings. Networking with other drivers and staying informed about local regulations can also help navigate the complexities of self-employment in this field.

What is the difference between Independent Driver vs Rideshare Driver?

AspectIndependent DriverRideshare Driver
CredentialsNone specific, varies by vehicle typeNone required, but background checks are common
Work EnvironmentOwn vehicle, flexible hours, independent operationOwn vehicle, flexible hours, operates via rideshare apps
Employer/Industry UsageSelf-employed, works for multiple clients or own businessWorks for rideshare companies like Uber or Lyft

Independent Drivers typically own their vehicles and operate independently, often working for multiple clients or their own business. Rideshare Drivers work for specific companies like Uber or Lyft, using their platforms to find passengers. Both roles offer flexible schedules but differ mainly in employer structure and operational setup.

Is being an independent driver worth it?

Being an independent driver offers flexibility and the potential for income based on hours worked and demand. However, it involves expenses such as vehicle maintenance, insurance, and fuel, and income can vary significantly. Prospective drivers should consider their financial situation and ability to manage self-employment responsibilities.
More about Independent Driver jobs
Independent Driver jobs near you
Infographic showing various Independent Driver job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 29% Part Time, and 2% Contract. Highlights an 97% Physical, and 3% Remote job distribution, with an average salary of $57,175 per year, or $27.5 per hour.

Flatbed Truck Driver (1099) - up to $6,800/wk

Anderson Trucking Service Inc.

Stevens Point, WI • On-site

$6.8K/wk

Full-time

This job post has expired today. Applications are no longer accepted.

Anderson Trucking Service rating

7.9

Company rating: 7.9 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

Job description

Hiring CDL-A Truck Drivers
  • TURN MILES INTO MONEY - Average $4,900-$6,800 gross per week*
  • SMART START TO OWNERSHIP - Flexible leases and a $3,000 sign-on bonus*
  • STEP UP. SCALE UP. - Grow your career hauling bigger freight
Why Drive for Anderson Trucking Service?

Since 1955, Anderson Trucking Service has been built around one simple idea: when drivers succeed, everyone wins. ATS offers independent drivers the freight access, flexibility, and support they need to build strong, profitable careers-without unnecessary roadblocks. And now, we're hiring in your local area!

With multiple route options, modern equipment, and a lease program designed to reduce risk, ATS gives you the freedom to run your business your way while staying backed by a company with decades of stability.

Flatbed Truck Driver Job Overview
  • Strong weekly revenue with consistency. Drivers average $4,900-$6,800 gross per week, depending on route, miles, and freight selection.*
  • Pay that rewards skill and responsibility. Earn increased tarping pay and 50% over-dimensional pay, giving experienced flatbed drivers more upside for specialized work.*
  • Freight that builds your career. Take advantage of opportunities to haul larger and more complex freight, helping you grow your experience and long-term earning potential.
  • Driver-friendly policies. Bring your pet along for the ride, and enjoy consistent freight access that keeps your business moving.
Lease Purchase Program Details
  • Affordable weekly payments. Average weekly truck payments range from $550-$705, depending on truck and lease term.*
  • Flexible lease terms. Choose from one-, two-, or three-year lease options to match your long-term goals, with interest rates varying depending on truck and lease term.
  • Late-model equipment. Operate 2023-2026 Freightliner, Peterbilt, or Volvo trucks, spec'd for comfort and reliability.
  • Low barrier to entry. Get started with no down payment, no credit check, and a $3,000 sign-on bonus.*
  • Cash-flow friendly structure. Enjoy fuel discounts, no fixed expenses for your first two weeks, and completion bonuses after year one and year two.

All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Talk with a recruiter to confirm specific details.

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

Driver Requirements
  • Valid CDL-A License
  • 1+ years verifiable OTR experience
  • 21+ years of age

What Anderson Trucking Service employees say

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