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Independent Contractor Driver Jobs in Reedsburg, WI

UNITED COOPERATIVE

ENERGY DELIVERY DRIVER

Hillsboro, WI · On-site

$17.75 - $22.50/hr

As a Delivery Driver, you will have the opportunity to be in the driver's seat of your career ... Ability to work independently and as part of a team. Self-motivated/self-directed. * Ability to ...

United Cooperative

ENERGY DELIVERY DRIVER

Hillsboro, WI · On-site

$17.75 - $22.50/hr

As a Delivery Driver, you will have the opportunity to be in the driver's seat of your career ... Ability to work independently and as part of a team. Self-motivated/self-directed. * Ability to ...

PR Master

Delivery Driver

Reedsburg, WI

$15.25 - $19.25/hr

Delivery Driver Who We Are Pizza Ranch Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

PR Master

Delivery Driver

Baraboo, WI

$15.75 - $19.75/hr

Delivery Driver Who We Are Pizza Ranch Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

Pizza Ranch

Delivery Driver

Reedsburg, WI · On-site

$15.25 - $19.25/hr

Delivery Driver Who We Are Pizza Ranch ® Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

Pizza Ranch

Delivery Driver

Lisbon, WI · On-site

$16.25 - $20.50/hr

Delivery Driver Who We Are Pizza Ranch ® Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

PR Master

Delivery Driver

Baraboo, WI · On-site

$15.75 - $19.75/hr

Delivery Driver Who We Are Pizza Ranch Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

Pizza Ranch

Delivery Driver

Baraboo, WI · On-site

$15.75 - $19.75/hr

Delivery Driver Who We Are Pizza Ranch ® Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

Pizza Ranch

Delivery Driver

Baraboo, WI · On-site

$15.75 - $19.75/hr

Delivery Driver Who We Are Pizza Ranch ® Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

PR Master

Delivery Driver

Portage, WI · On-site

$17.75 - $22.25/hr

Delivery Driver Who We Are Pizza Ranch Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

PR Master

Delivery Driver

Lisbon, WI

$16.25 - $20.50/hr

Delivery Driver Who We Are Pizza Ranch Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

EquipmentShare

CDL Delivery Driver

Baraboo, WI

... Driver At EquipmentShare, we're not just filling a role - we're assembling the best team on the ... We're on a mission to transform an industry that's been stuck in the past by empowering contractors ...

Pizza Ranch

Delivery Driver

Portage, WI · On-site

$17.75 - $22.25/hr

Delivery Driver Who We Are Pizza Ranch ® Inc., started as a single location in Hull, Iowa in 1981 ... Franchisees are independent business owners who set their own wage and benefit programs that can ...

EquipmentShare

CDL Delivery Driver

Baraboo, WI · On-site

... Driver At EquipmentShare, we're not just filling a role - we're assembling the best team on the ... We're on a mission to transform an industry that's been stuck in the past by empowering contractors ...

Croell, Inc.

Ready Mix Driver

Baraboo, WI

Overview A ready mix driver is not your typical driving position. Experience short-haul delivery ... Experience diversity, hauling to different contractors and projects every day. Take ownership of ...

Croell, Inc.

Ready Mix Driver

Reedsburg, WI · On-site

Overview A ready mix driver is not your typical driving position. Experience short-haul delivery ... Experience diversity, hauling to different contractors and projects every day. Take ownership of ...

Croell, Inc.

Ready Mix Driver

Hillsboro, WI

Overview A ready mix driver is not your typical driving position. Experience short-haul delivery ... Experience diversity, hauling to different contractors and projects every day. Take ownership of ...

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Independent Contractor Driver information

See Reedsburg, WI salary details

$361

$997

$1.9K

How much do independent contractor driver jobs pay per week?

As of May 31, 2026, the average weekly pay for independent contractor driver in Reedsburg, WI is $997.67, according to ZipRecruiter salary data. Most workers in this role earn between $659.62 and $1,109.62 per week, depending on experience, location, and employer.

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.

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, clean driving record, and strong knowledge of traffic laws and navigation. Familiarity with GPS navigation apps, mobile dispatch systems, and sometimes vehicle maintenance tools is commonly required. Excellent time management, customer service skills, and reliability set standout drivers apart. These skills ensure timely, safe deliveries and high customer satisfaction, which are critical for building a strong reputation and consistent work.

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 are independent contractor drivers?

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 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.

More about Independent Contractor Driver jobs
What cities near Reedsburg, WI are hiring for Independent Contractor Driver jobs? Cities near Reedsburg, WI with the most Independent Contractor Driver job openings:
Independent Contractor Driver jobs near you
Infographic showing various Independent Contractor Driver job openings in Reedsburg, WI as of May 2026, with employment types broken down into 1% As Needed, 87% Full Time, 5% Part Time, 1% Temporary, 5% Contract, and 1% Nights. Highlights an 92% Physical, and 8% Remote job distribution, with an average salary of $51,879 per year, or $24.9 per hour.
Delivery Driver II- MEC Card Required

Delivery Driver II- MEC Card Required

Sherwin-Williams

Baraboo, WI • On-site

$17/hr

Full-time

This job post has expired 2 days ago. Applications are no longer accepted.

Sherwin-Williams rating

7.6

Company rating: 7.6 out of 10

Based on 655 frontline employees who took The Breakroom Quiz

216th of 512 rated manufacturers

Job description

This position is responsible for delivering products to customers from Sherwin-Williams stores using box and flat-bed trucks. Drivers ensure deliveries are complete, packed correctly, and safely delivered to the correct customer. Drivers are accountable for customer satisfaction and for transporting items in a safe, timely manner.

Job duties involve contact with customers, which may include minors; and access to cash and other payment methods, electronic equipment, personal information, store merchandise and other items of value, and such access may be supervised or unsupervised. The Company therefore has determined that a review of criminal history is necessary to protect the business and its operations and reputation and is necessary to protect the safety of the Company's customers, staff, employees, vendors, contractors, and the general public.

The individual selected for this role will be expected to work at Store #3049, located at: 614 State Road 136 Baraboo, WI 53913

This role is Full Time

Pay Starts at $17.00

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