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1099 Delivery Driver Jobs in Wisconsin (NOW HIRING)

Quantum Delivery LLC

Delivery Driver

Milwaukee, WI · On-site

$16.50 - $20.75/hr

Delivery Driver Quantum Delivery is an Amazon Delivery Service Partner seeking a reliable and motivated Delivery Driver to join our team to deliver Amazon packages driving Amazon-branded vans. The ...

DeliverThat

Catering Delivery Driver

Appleton, WI · On-site

$16 - $20.25/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Beaver Dam, WI · On-site

$16.50 - $20.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Elkhorn, WI · On-site

$17.50 - $21.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Oshkosh, WI · On-site

$16.50 - $20.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Eau Claire, WI · On-site

$16.50 - $20.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Appleton, WI · On-site

$16 - $20/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Elkhorn, WI · On-site

$17.50 - $21.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Beaver Dam, WI · On-site

$16.50 - $20.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Oshkosh, WI · On-site

$16.50 - $20.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

DeliverThat

Catering Delivery Driver

Eau Claire, WI · On-site

$16.50 - $20.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

Amazon Delivery Service Partner

Delivery Driver

Madison, WI · On-site

$17 - $21.25/hr

Connor Logistics, LLC Delivery Driver Connor Logistics, LLC is a small business in Madison, WI. Connor Logistics, LLC is seeking dedicated and reliable Full-Time Delivery Drivers to deliver Amazon ...

New

Mammoth Delivery LLC

Delivery Driver

La Crosse, WI · On-site

$20.50/hr

We are seeking a Delivery Driver to join our team! You will drive to deliver goods and packages in the Coulee Region. Responsibilities: * Safely drive a vehicle delivering 100-300 packages per day

Mammoth Delivery LLC

Delivery Driver

La Crosse, WI · On-site

$20.50/hr

We are seeking a Delivery Driver to join our team! You will drive to deliver goods and packages in the Coulee Region. Responsibilities: * Safely drive a vehicle delivering 100-300 packages per day

Amazon Delivery Service Partner

Delivery Driver

Milwaukee, WI · On-site

$16.50 - $20.75/hr

Quantum Delivery Job Post Quantum Delivery is an Amazon Delivery Service Partner seeking a reliable and motivated Delivery Driver to join our team to deliver Amazon packages driving Amazon-branded ...

Mammoth Delivery LLC

Delivery Driver

La Crosse, WI · On-site

$20.50/hr

We are seeking a Delivery Driver to join our team! You will drive to deliver goods and packages in the Coulee Region. Responsibilities: * Safely drive a vehicle delivering 100-300 packages per day

Spark Driver

Delivery Driver

Saint Nazianz, WI · On-site

... delivering for customers of Walmart and other local businesses. Available in more than 3,650 cities and all 50 states, the Spark Driver platform makes it possible for you to reach thousands of ...

Spark Driver

Delivery Driver

Tilleda, WI · On-site

... delivering for customers of Walmart and other local businesses. Available in more than 3,650 cities and all 50 states, the Spark Driver platform makes it possible for you to reach thousands of ...

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All Jobs1099 Delivery Driver Jobs1099 Delivery Driver Jobs in Wisconsin

1099 Delivery Driver information

What is a 1099 delivery driver?

A 1099 delivery driver is an independent contractor who delivers goods, food, or packages for companies such as Amazon Flex, DoorDash, Uber Eats, or local courier services. Unlike traditional employees, 1099 drivers are considered self-employed and receive a 1099 tax form instead of a W-2. This means they are responsible for managing their own taxes, expenses, and benefits. They typically use their own vehicles and can often set their own schedules, giving them flexibility but also requiring them to cover fuel, maintenance, and insurance costs.

What are the key skills and qualifications needed to thrive as a 1099 delivery driver?

To thrive as a 1099 Delivery Driver, you need a valid driver’s license, a reliable vehicle, a clean driving record, and strong knowledge of local routes. Familiarity with GPS navigation systems, delivery tracking apps, and smartphone communication tools is typically required. Excellent time management, customer service, and problem-solving skills help you stand out in this role. These skills ensure efficient, timely deliveries and positive customer experiences, which are crucial for building a strong reputation and maintaining steady work as an independent contractor.

What are some common challenges 1099 delivery drivers face and how can they be managed?

1099 Delivery Drivers often encounter challenges such as fluctuating workloads, route optimization, and vehicle maintenance. Since they operate as independent contractors, drivers must efficiently plan routes to maximize earnings and minimize expenses like fuel and wear on their vehicles. Managing time effectively and maintaining strong communication with dispatchers or clients is essential for handling unexpected changes or delays. Proactively scheduling vehicle maintenance and staying organized with delivery paperwork also helps ensure smooth operations and consistent performance.

What is the difference between 1099 Delivery Driver vs 1099 Courier?

Aspect1099 Delivery Driver1099 Courier
CredentialsDriver's license, vehicle insuranceDriver's license, vehicle insurance
Work EnvironmentDelivering packages or food, often using personal vehicleTransporting parcels or documents, often using personal vehicle
Employer UsageFood delivery apps, retail companiesLogistics companies, courier services
Search & Comparison IntentCommonly compared for gig work, flexibilityCompared for parcel delivery roles, logistics

Both 1099 Delivery Drivers and 1099 Couriers operate as independent contractors using their personal vehicles to deliver goods. While their work environments and employer types overlap, couriers often handle larger parcels or documents, whereas delivery drivers typically focus on food or small packages. Understanding these differences helps job seekers choose roles aligned with their skills and preferences.

What are popular job titles related to 1099 Delivery Driver jobs in Wisconsin?

For 1099 Delivery Driver jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching 1099 Delivery Driver jobs in Wisconsin look for?

The top searched job categories for 1099 Delivery Driver jobs in Wisconsin are:

1099 Delivery Driver jobs near you
Infographic showing various 1099 Delivery Driver 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 97% Physical, and 3% Remote job distribution.

Delivery Driver

Quantum Delivery LLC

Milwaukee, WI • On-site

$16.50 - $20.75/hr

Other

Medical, Retirement, PTO

Re-posted 26 days ago

Job description

Delivery Driver

Quantum Delivery is an Amazon Delivery Service Partner seeking a reliable and motivated Delivery Driver to join our team to deliver Amazon packages driving Amazon-branded vans. The ideal candidate will be responsible for transporting packages to various locations while ensuring timely and safe delivery and following customer delivery instructions. This role requires excellent driving skills, the ability to handle up to 50 lbs., and a commitment to maintaining high standards of customer service. Delivery Associates are required to deliver every single package according to customer instructions, while representing Quantum Delivery standards and culture.

Responsibilities

  • Safely drive and operate a delivery vehicle at all times.
  • Use hand held device for routing information, customer delivery information.
  • Navigate a variety of routes throughout delivery area efficiently while adhering to traffic regulations and company policies.
  • Must be comfortable driving and working in varying weather conditions. Load and unload packages to be delivered, ensuring proper handling and securing of items during transit.
  • Be CUSTOMER OBSESSED!! We strive to deliver packages and smiles to our customers.
  • Perform the following tasks, with or without reasonable accommodation:
  • Lift packages up to 50 lbs.
  • Able to get in and out of van up to 200 times and walk up and down stairs through your shift.
  • Conduct routine vehicle inspections and maintain cleanliness of the delivery vehicle.
  • Utilize equipment such as package wheel carts as needed for loading and unloading heavy or multiple packages.
  • Communicate effectively with dispatch and customers regarding delivery schedules and any issues that may arise.

Requirements

  • Valid driver's license with a clean driving record. Must have a valid driver's license within the state of employment.
  • Eligibility to work in the US a requirement.
  • Experience in commercial driving with cargo vans or Step Vans a plus, but not required.
  • Ability to perform heavy lifting and physically demanding tasks associated with loading and unloading goods.
  • Familiarity with route driving and GPS navigation skills to ensure timely deliveries.
  • Experience with vehicle maintenance and repair is a plus.
  • Strong attention to detail, reliability, and commitment to providing excellent customer service.
  • Availability all 7 days of the week, including weekends.

Preferred Qualifications

  • Delivery driver experience (Not Required)
  • Class D Driver's License (Required)
  • Non-CDL Class C (Not Required)

Amazon-branded vehicle provided! Non-CDL delivery driver!

Shifts are up to 10 hours long and available 7 days per week. Company vehicle and phone provided daily! No CDL required.

Compensation & Benefits

  • $22.50++ / Hour + Discretionary Bonus (if applicable)
  • Paid Training
  • Paid Overtime and Time Off (PTO)
  • Health Insurance and Benefits
  • Maternity and Parental Leave
  • 401K
  • Raffles and other discretionary benefits
  • Promotion opportunities and upward mobility for lead driver, trainer, and dispatch roles.

Join our team as a Delivery Associate and contribute to our mission of delivering exceptional service while enjoying a dynamic work environment!

Apply