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Independent Contractor Driving Jobs in Wisconsin

Schroeder Moving

Independent Contractor

Appleton, WI · On-site

Independent Contractor We are seeking experienced Independent Contractor Drivers for both household ... Clean driving record and strong safety history * Experience with household goods and/or dry van ...

Far Inspections

1099 Vacancy Review Reporter

Merrill, WI · On-site

$25 - $35/hr

Apply HERE Only FAR Inspections is actively seeking a reliable independent contractor to perform ... Note: This role requires spending extended periods of time driving and making numerous stops ...

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All JobsIndependent Contractor Driving JobsIndependent Contractor Driving Jobs in Wisconsin

Independent Contractor Driving information

See Wisconsin salary details

$397

$1.1K

$2.1K

How much do independent contractor driving jobs pay per week?

As of Aug 14, 2026, the average weekly pay for independent contractor driving 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 the difference between Independent Contractor Driving vs Delivery Driver?

AspectIndependent Contractor DrivingDelivery Driver
CredentialsDriver's license, vehicle insuranceDriver's license, vehicle insurance
Work EnvironmentSelf-managed, flexible hours, own vehicleCompany-managed, scheduled shifts, company or personal vehicle
Employer/Industry UsageIndependent, contracts with multiple platforms or clientsEmployed or contracted by delivery companies like Uber Eats, DoorDash

Independent Contractor Driving involves self-managed work with flexible hours and owning your vehicle, while Delivery Drivers typically work scheduled shifts for specific companies. Both roles require a valid driver's license and insurance, but the key difference lies in employment structure and work management.

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

To thrive as an Independent Contractor Driver, you need a valid driver’s license, a clean driving record, and knowledge of local routes, often supported by vehicle ownership and auto insurance. Familiarity with GPS navigation systems, rideshare or delivery apps, and scheduling platforms is typically required. Strong time management, customer service, and self-motivation are standout soft skills in this role. These abilities ensure reliable, efficient service delivery and customer satisfaction, which are essential for building a successful independent driving business.

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

Independent contractor drivers often encounter challenges such as fluctuating demand, inconsistent income, and maintaining their own vehicle. Managing these issues requires careful financial planning, keeping track of expenses for tax purposes, and scheduling regular vehicle maintenance to avoid costly repairs. Building relationships with multiple platforms or clients can also help ensure a steady flow of work and income. Staying organized and proactive allows drivers to thrive in this flexible but demanding role.

What is an independent contractor driver?

An independent contractor driver is a self-employed individual who provides driving services for companies or clients, typically using their own vehicle. Unlike traditional employees, independent contractor drivers manage their own schedules, business expenses, and taxes. They often work with ride-sharing, delivery, or courier companies, and are responsible for maintaining their vehicles and acquiring the necessary licenses or insurance. This arrangement offers flexibility but also requires a higher level of personal responsibility and business management.

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

The most popular types of Driving jobs in Wisconsin are:

What are popular job titles related to Independent Contractor Driving jobs in Wisconsin?

For Independent Contractor Driving jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Independent Contractor Driving jobs in Wisconsin look for?

The top searched job categories for Independent Contractor Driving jobs in Wisconsin are:

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

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

Independent Contractor Driving jobs near you
Infographic showing various Independent Contractor Driving job openings in Wisconsin as of August 2026, with employment types broken down into 71% Full Time, 27% Part Time, and 2% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $57,175 per year, or $27.5 per hour.

Independent Contractor

Schroeder Moving

Appleton, WI • On-site

Other

Posted 11 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.

Apply