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Independent Contractor Driver Jobs in Reedsburg, WI

GIS Field Services

Mortgage Field Inspector

Portage, WI · On-site

$20/hr

Mortgage Field Inspector (1099 Independent Contractor) Flexible Schedule | Part-Time or Full-Time | ... Valid driver's license * Reliable vehicle covered by auto insurance to travel within your territory.

Sherwin-Williams

Delivery Driver

Baraboo, WI

$16.50/hr

Drivers ensure deliveries are complete, packed correctly, and safely delivered to the correct ... As a VEVRAA Federal Contractor, Sherwin-Williams requests state and local employment services ...

Performance Foodservice

Delivery Driver

Reedsburg, WI · On-site

$90K/yr

Drivers average 10-12/hr days. HOME DAILY * CDL A Required We Deliver the Goods: * Competitive pay ... The Performance team delivers delicious food but also goes above and beyond to help independent ...

Sherwin-Williams

Delivery Driver

Baraboo, WI · On-site

$16.50/hr

Drivers ensure deliveries are complete, packed correctly, and safely delivered to the correct ... vendors, contractors, and the general public. The individual selected for this role will be ...

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All JobsIndependent Contractor Driver JobsIndependent Contractor Driver Jobs in Reedsburg, WI

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 Jul 14, 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 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.

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.

Can I make money as a medical courier?

As an independent contractor driver working as a medical courier, you can earn income by transporting medical supplies, specimens, or pharmaceuticals for healthcare facilities. Earnings depend on factors such as delivery volume, distance, and your ability to manage schedules efficiently; many drivers also need proper training and sometimes certifications related to handling sensitive medical items.

What independent delivery service pays the most?

Among independent contractor driver roles, delivery services like Amazon Flex, Uber Eats, and DoorDash are known for offering competitive pay, often based on delivery distance, time, and tips. Amazon Flex generally provides higher hourly rates compared to some food delivery services, especially for drivers with flexible schedules and good driving records. Earnings can vary widely depending on location, demand, and individual effort.

How much does Amazon pay you to drive your own car?

Amazon Flex drivers, who use their own cars to deliver packages, typically earn between $18 and $25 per hour, depending on location and delivery volume. Payments are made weekly and may include tips, with drivers responsible for their own fuel, maintenance, and insurance costs.

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.

How much do self-employed delivery drivers make?

Self-employed delivery drivers, such as independent contractor drivers, typically earn between $15 and $25 per hour, depending on factors like location, delivery volume, and platform fees. Their total income can vary widely based on hours worked, tips, and expenses such as fuel and vehicle maintenance.

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

Independent Contractor

Cityview Helicopter Tours

Wisconsin Dells, WI • On-site

Contractor

Re-posted 9 days ago

Job description

We're a perfect fit for top account managers and existing entrepreneurs. Be your own boss, but have the power of a thriving startup. We're a next-generation platform. We are looking for a remote account manager to help facilitate communication between our clients and our team
The Perfect Fit:
  • 2+ years of sales and business development experience. Not afraid to run a full desk.
  • You have the ability to work independently and set your own goals.
  • You're sick of being micromanaged and want more control over your day-to-day.

The 2 Major Duties of this Position
  • Client Satisfaction / Retention: You will be the day-to-day contact for our clients, responsible for relaying their feedback to our team of writers and editors. You will be responsible for identifying trending topics inside each client's industry and applying them to unique client needs. You will be required to create quarterly reports that illustrate the positive results as well as to provide feedback on anything that needs to be improved.
  • Continual Campaign Enhancement: This is not a sales position, and you will not be required to upsell; however, you will be required to strengthen these campaigns with a deep understanding of each client's audience and goals. This may include adding additional services (via upsell), but it will more likely mean providing thoughts and input that will synergize the relationship between our agency and the client.

Here are the details:
  • This is a remote position. You will need a quiet place to hold calls (not Starbucks or similar). You will need a phone, a computer and good wifi. Though hours can be a little flexible, you will need to commit to mostly workday, weekday hours, and you must be available to take calls with clients.

  • Most importantly, this is a client-facing position. You will be interacting with our customers most of the time. If you do not like talking to people, if you find quick problem solving frustrating, and if you can't think on your feet, then this job is not a good fit.

Note: Working from home is a great way to juggle life's various demands but it requires significant self-motivation to do it successfully for an extended period of time. You should have proof that this is something you can handle before applying for this job.
Here's what this job will entail:
  • Initial 2 weeks: You will be trained in the tools we use, trained in how our internal processes work, and shadow on client calls and emails.

  • Weeks 3-6: With light supervision and input, you will respond to client emails and take a more active role on client calls.

  • Week 6 and beyond: You will be the primary point of contact for some of our clients. You will keep a bird's-eye view of their campaigns and pass along their needs to our team. You will be responsible for weekly emails check-ins and quarterly reports. You will participate in onboarding new clients.

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