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Independent Contractor Driving Jobs in Wisconsin

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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 8, 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 1% As Needed, 68% Full Time, 29% 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 Catering Delivery Professional

DeliverThat

Wauwatosa, WI • On-site

$16.25 - $20.50/hr

Other

Re-posted 21 days ago

Job description

Independent Catering Delivery Professional

DeliverThat is built for the ones who show up—the early risers, the hustlers, and the doers. We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your time, respects your hustle, and rewards your effort.

Why Drive with DeliverThat?
  • Confident Earnings: We offer premium delivery opportunities and higher commission rates.
  • Flexible Schedule: You choose when and where you work. No minimums, no caps.
  • Nationwide Opportunities: With routes in over 90 cities and 8,000+ zip codes, you can work from almost anywhere.
  • Freedom & Control: Build a schedule that supports your lifestyle and financial goals.
What You'll Need
  • A reliable vehicle and smartphone.
  • At least two insulated catering bags.
  • Legal authorization to work in the U.S.
  • Must be at least 21 years of age.
  • A clean driving record (5-year MVR required).
  • Strong communication skills and a professional demeanor.
  • A willingness to engage with support teams and provide excellent customer service.
  • The ability to follow instructions and problem-solve using the DeliverThat driver app.

This is a 1099 Independent Contractor position.

Ready to Deliver More Than Just Food?

Join a brand that puts people first and where your effort becomes shared achievement. Register today and start earning with DeliverThat!

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About DeliverThat

Sourced by ZipRecruiter

We are the industry leading catering delivery and setup company that has been revolutionizing catering delivery since 2016. With over $250 million dollars of catering delivery under our belt and a network of over 15,000 active drivers, we are operational in all major cities in all 50 States. Our extensive network includes over 500 brands that rely on our exceptional service for their catering needs. We set the standard for excellence with a focus on quality, efficiency, and customer satisfaction. A niche business model, we offer a flat-rate delivery service, an around the clock team of live customer service agents based at our headquarters in Canton, Ohio.

Industry

Couriers and messengers services

Company size

11 - 50 Employees

Headquarters location

Jackson, OH, US

Year founded

2013

Social media

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