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Independent Contractor Driver Jobs in Wisconsin (NOW HIRING)

Independent Contractor We are seeking experienced Independent Contractor Drivers for both household goods and dry van freight with consistent, year-round opportunities . This role is ideal for safety ...

CDL-A Independent Contractor Truck Driver

Milwaukee, WI ยท On-site

$4.0K - $6.0K/wk

  • Dental

  • Vision

TransAm Trucking Independent Contractor Truck Driver Jobs TransAm Trucking, a leading refrigerated carrier, has exciting opportunities for CDL-A drivers to become independent contractors! Be your own ...

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Independent Contractor Driver information

See Wisconsin salary details

$397

$1.1K

$2.1K

How much do independent contractor driver jobs pay per week?

As of Aug 18, 2026, the average weekly pay for independent contractor 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 contractor driver?

Independent contractor drivers are self-employed individuals who provide driving services to businesses or customers without being classified as employees. They often work for ride-sharing companies, delivery services, or freight transport, using their own vehicles and setting their own schedules. As independent contractors, they are responsible for their own taxes, insurance, and vehicle maintenance, and they may work for multiple companies at once. This role offers flexibility, but also requires more personal responsibility and business management than a traditional employee position.

What does an independent contractor driver do?

An independent contractor driver may work in delivery or personal transportation. If you work in freight or goods transportation, your duties are to determine the simplest route to make your deliveries, load and unload your vehicle, and fill out paperwork on behalf of your employer and the organization receiving goods. In human transportation, independent contractor drivers contract with companies and operate their own vehicles for fares, such as working for rideshare services. Your responsibilities include maintaining your vehicle, purchasing insurance, and maintaining a good driver rating.

How do independent contractor drivers typically manage fluctuating workloads and income variability?

Independent Contractor Drivers often experience fluctuating workloads and income due to factors like seasonal demand, market trends, and client schedules. To manage this variability, many drivers diversify their client base, schedule work in advance when possible, and budget carefully to account for leaner periods. Building strong relationships with reliable clients and using load boards or delivery platforms can also help secure more consistent assignments. Additionally, maintaining a well-organized schedule and proactively seeking new opportunities are key strategies for sustaining steady work as an independent contractor.

What is the difference between Independent Contractor Driver vs Delivery Driver?

AspectIndependent Contractor DriverDelivery Driver
CredentialsDriver's license, vehicle insurance, possibly a commercial licenseDriver's license, vehicle insurance
Work EnvironmentSelf-employed, flexible schedule, operates own vehicleEmployed by a company, fixed routes or schedules, company vehicle often provided
Employer & Industry UsageWorks independently across various industries like ride-sharing or freightWorks for companies like food delivery, parcel services, or courier companies

Independent Contractor Drivers typically operate as self-employed individuals with flexible schedules and their own vehicles, serving multiple industries. Delivery Drivers are usually employed by companies, follow set routes, and may use company vehicles. Both roles require a valid driver's license and insurance, but their employment structure and work environment differ significantly.

Is being an independent contractor driver worth it?

Being an independent contractor driver offers flexibility in scheduling and the potential for higher earnings based on hours worked and efficiency. However, it also involves managing your own expenses, insurance, and taxes, with income variability depending on demand and market conditions.

What are the most commonly searched types of Driver jobs in Wisconsin?

The most popular types of Driver jobs in Wisconsin are:

What cities in Wisconsin are hiring for Independent Contractor Driver jobs?

Cities in Wisconsin with the most Independent Contractor Driver job openings:

Infographic showing various Independent Contractor Driver job openings in Wisconsin as of August 2026, with employment types broken down into 25% Full Time, 25% Part Time, and 50% Contract. Highlights an 100% In-person job distribution, with an average salary of $57,175 per year, or $27.5 per hour.

Independent Contractor

Schroeder Moving Systems

Appleton, WI โ€ข On-site

$100K/yr

Full-time

Re-posted 23 days ago


Job description

Independent Contractor
We are seeking experienced Independent Contractor Drivers for both household goods and dry van freight with consistent, year-round opportunities. This role is ideal for safety-focused drivers looking for steady work throughout the year-not seasonal or short-term lanes.
Safety is our top priority. We are committed to protecting our contractors, customers, and cargo by maintaining strict safety standards. All independent contractors must comply with DOT regulations, FMCSA requirements, and company safety policies at all times.
Responsibilities
  • Safely operate a commercial vehicle hauling household goods and dry van freight
  • Properly load, unload, and secure household goods to prevent damage
  • Conduct pre-trip and post-trip inspections and immediately report safety concerns
  • Comply with all DOT, FMCSA, and state regulations
  • Maintain accurate logs, delivery documentation, and safety records

Requirements
  • Valid CDL (Class A)
  • Clean driving record and strong safety history
  • Experience with household goods and/or dry van preferred
  • Knowledge of cargo securement and safe handling practices
  • Compliance with drug & alcohol testing requirements
  • Required insurance carried by the independent contractor

Why Work With Us
  • Family Company
  • Year-round, consistent freight availability
  • Competitive Pay with guaranteed per mile rate
  • Safety-driven operations and support
  • Reliable dispatch and clear communication
  • Fair, transparent compensation and settlements

How to Apply
Submit your CDL information, driving history, and relevant experience. Drivers committed to safety and consistent work are encouraged to apply.