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Weekend 1099 Delivery Jobs in Wisconsin (NOW HIRING)

Jimmy John's Delivery Driver Jimmy John's Delivery Driver's goal is to get that sandwich in the customer's hand as quick as can be. We do this by learning the most efficient route, double checking ...

Jimmy John's Delivery Driver's goal is to get that sandwich in the customer's hand as quick as can be. We do this by learning the most efficient route, double checking orders to ensure everything is ...

Jimmy John's Delivery Driver's goal is to get that sandwich in the customer's hand as quick as can be. We do this by learning the most efficient route, double checking orders to ensure everything is ...

Jimmy John's Delivery Driver's goal is to get that sandwich in the customer's hand as quick as can be. We do this by learning the most efficient route, double checking orders to ensure everything is ...

Required to work one weekend day per week * Report to work on time for scheduled shift Shifts: * 10 ... Drive delivery vehicles with automatic transmission in a safe and efficient manner * Must be able ...

Delivery Driver

La Crosse, WI · On-site

$20.50/hr

Required to work one weekend day per week * Report to work on time for scheduled shift Shifts: * 10 ... Drive delivery vehicles with automatic transmission in a safe and efficient manner * Must be able ...

Delivery Driver

La Crosse, WI · On-site

$20.50/hr

Required to work one weekend day per week * Report to work on time for scheduled shift Shifts: * 10 ... Drive delivery vehicles with automatic transmission in a safe and efficient manner * Must be able ...

Catering Delivery Driver

Beaver Dam, WI · On-site

$16.50 - $20.75/hr

Position Type 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 ...

Catering Delivery Driver

Beaver Dam, WI · On-site

$16.50 - $20.75/hr

Position Type 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 ...

Catering Delivery Driver

Elkhorn, WI · On-site

$17.50 - $21.75/hr

Position Type 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 ...

Catering Delivery Driver

Appleton, WI · On-site

$16 - $20.25/hr

Position Type 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 ...

Catering Delivery Driver

Eau Claire, WI

$16.50 - $20.75/hr

Position Type 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 ...

Catering Delivery Driver

Oshkosh, WI · On-site

$16.50 - $20.75/hr

Position Type 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 ...

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Weekend 1099 Delivery information

What is a Weekend 1099 Delivery?

Weekend 1099 Delivery jobs are positions where individuals work as independent contractors (not employees) to deliver goods, packages, or food during weekends. The '1099' refers to the IRS tax form used to report earnings for independent contractors in the United States. These roles offer flexibility, allowing workers to choose their hours and routes, but they are responsible for their own taxes and expenses. Common employers include courier services, food delivery apps, and retail companies. Weekend work is popular for those seeking extra income or flexible schedules.

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

To excel as a Weekend 1099 Delivery driver, you generally need a valid driver’s license, a clean driving record, and reliable transportation. Familiarity with GPS navigation systems, route optimization apps, and sometimes smartphone delivery platforms is typically required. Strong time management, customer service orientation, and the ability to work independently help drivers stand out in this role. These skills ensure timely, accurate deliveries and positive customer experiences, which are critical for success and repeat business.

What are some common challenges faced by Weekend 1099 Delivery drivers, and how can they be managed?

Weekend 1099 Delivery drivers often encounter challenges such as unpredictable traffic patterns, increased delivery volumes during peak hours, and the need to efficiently navigate unfamiliar routes. Since drivers are independent contractors, managing time and planning routes effectively is crucial to maximize earnings and complete deliveries on schedule. Building strong communication with dispatchers and using route optimization tools can help mitigate these issues and ensure a smooth delivery experience.

What is the difference between Weekend 1099 Delivery vs Weekend 1099 Package Handler?

AspectWeekend 1099 DeliveryWeekend 1099 Package Handler
CredentialsValid driver’s license, vehicle insuranceNone specific, physical ability required
Work EnvironmentOn the road, customer homes, businessesWarehouse, sorting facilities
Employer & IndustryDelivery service companies, logisticsShipping carriers, fulfillment centers

Weekend 1099 Delivery involves driving and delivering packages directly to customers, requiring a vehicle and driving credentials. In contrast, Weekend 1099 Package Handlers work in warehouses, focusing on sorting and preparing packages for shipment. Both roles are gig-based, independent contractor positions within the logistics industry, but they differ in work environment and daily tasks.

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

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

What cities in Wisconsin are hiring for Weekend 1099 Delivery jobs?

Cities in Wisconsin with the most Weekend 1099 Delivery job openings:

Infographic showing various Weekend 1099 Delivery job openings in Wisconsin as of June 2026, with employment types broken down into 90% Full Time, 6% Part Time, and 4% Contract. Highlights an 88% Physical, 2% Hybrid, and 10% Remote job distribution.

Weekend Delivery Driver

Jimmy John

Whitewater, WI • On-site

$9 - $14/hr

Other

Medical

Posted 26 days ago


Jimmy John's rating

5.3

Company rating: 5.3 out of 10

Based on 736 frontline employees who took The Breakroom Quiz

46th of 107 rated fast food restaurants


Job description

Jimmy John's Delivery Driver

Jimmy John's Delivery Driver's goal is to get that sandwich in the customer's hand as quick as can be. We do this by learning the most efficient route, double checking orders to ensure everything is accounted for, and hustling on our feet (while always being safe and law abiding while on the street). Drivers take home cash everyday.

While not on the road, Drivers work as In shoppers and are compensated accordingly. Delivery is a customer service job, so following customer's request and doing it with a smile can lead to more successful days.

Benefits:

  • Health Insurance
  • Opportunity for Advancement
  • Free Gourmet Sandwiches

We are a locally owned franchisee (JSB Ventures LLC) and we are looking for Rockstars to add to our growing team. We are looking to hire all positions with opportunity to grow. We have multiple locations if interested in applying. Full time or Part time! Even if you're just looking for a few hours for extra cash!

Pay:

  • Inshop $9 - $14/hr
  • Drivers $12-$14/hr base wage, plus $2/hr bonus on Saturdays/Sundays for lunch and closing shifts, plus tips and DMR - there is no reduced rate for on the road pay!

Requirements:

  • Must be at least 18 years old
  • Must have a vehicle, valid driver's license, proof of insurance, and a clean driving record
  • Drive safe and obey the rules of the road
  • Work as an in-shopper when there are no deliveries

Company Introduction

We slice our all-natural* meats and fresh veggies in-house every day. Our fresh-baked bread is made right here where you can see it, and our house-made tuna salad is fresh every day. The flavor of a ripe tomato, crisp shredded lettuce, combined with fresh-baked bread, fresh-sliced meat and real Hellmann's® mayo - that's when the magic happens. Made with love every single day since 1983. That's Jimmy Fresh!


What Jimmy John's employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


Jimmy John's logo

About Jimmy John's

Sourced by ZipRecruiter

Since Day 1 when our founder, Jimmy, opened his first Jimmy John’s sandwich shop in 1983, we’ve had the determination and badassery to settle for nothing less than the best. We are in early every morning baking fresh bread and slicing vegetables, and we’re not afraid to have a little or a lot of fun along the way. We succeed together as a family because let’s be honest, nobody can compete with the rockstars of Jimmy John’s. Part of what makes Jimmy John’s special is our fast-paced, high energy, no B.S, get it done now, big city attitude right in your own hometown. That energy and passion are baked right into the DNA of the brand.

Industry

Food services and drinking places

Company size

10,000+ Employees

Headquarters location

Champaign, IL, US