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Weekend Owner Driver Jobs in Wisconsin (NOW HIRING)

Health Insurance Opportunity for Advancement Free Gourmet Sandwiches We are a locally owned ... Inshop $9 - $14/hr Drivers $12-$14/hr base wage, plus $2/hr bonus on Saturdays/Sundays for lunch ...

Free Gourmet Sandwiches We are a locally owned franchisee (JSB Ventures LLC) and we are looking for ... Drivers $12-$14/hr base wage, plus $2/hr bonus on Saturdays/Sundays for lunch and closing shifts ...

Free Gourmet Sandwiches We are a locally owned franchisee (JSB Ventures LLC) and we are looking for ... Drivers $12-$14/hr base wage, plus $2/hr bonus on Saturdays/Sundays for lunch and closing shifts ...

Jimmy John's Delivery Driver's goal is to get that sandwich in the customer's hand as quick as can ... a locally owned franchisee (JSB Ventures LLC) and we are looking for Rockstars to add to our ...

Must be available nights and WEEKENDS! We are specifically seeking a driver with Saturday ... Owners you'll find in the kitchen, greeting you on the phone or at your door with your order. And ...

Must be available nights and WEEKENDS! We are specifically seeking a driver with Saturday ... Owners you'll find in the kitchen, greeting you on the phone or at your door with your order. And ...

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Weekend Owner Driver information

What is a weekend owner driver?

A Weekend Owner Driver job involves using your own vehicle to complete delivery or transportation tasks on weekends. You are responsible for picking up and delivering goods, parcels, or passengers, depending on the company or service. This role offers flexibility, allowing you to choose your working hours while earning extra income. You must maintain your vehicle, have the necessary licenses and insurance, and meet the company's requirements. It’s ideal for those looking for part-time or supplemental income opportunities.

What are the key skills and qualifications needed to thrive as a weekend owner driver?

To thrive as a Weekend Owner Driver, you need a valid driver’s license, a reliable and insured vehicle, strong navigation skills, and good physical stamina. Familiarity with GPS and route optimization apps, as well as experience with electronic proof-of-delivery systems, are often required. Excellent time management, customer service, and problem-solving abilities help you stand out in this position. These skills are critical to ensure timely, efficient deliveries and build trust with clients while managing your schedule independently.

What are the typical challenges weekend owner drivers face on the job?

Weekend Owner Drivers often face challenges such as managing tight delivery schedules, navigating traffic, and handling last-minute changes or requests from clients. Since this role usually involves working independently, you’ll need to stay organized and proactive in resolving any issues that arise during your route. Additionally, balancing the physical demands, such as lifting packages and frequent driving, with providing excellent customer service can be demanding. However, many drivers find the independence and flexible weekend work schedule rewarding, especially when they develop efficient routines and relationships with regular customers.

What cities in Wisconsin are hiring for Weekend Owner Driver jobs?

Cities in Wisconsin with the most Weekend Owner Driver job openings:

Infographic showing various Weekend Owner Driver job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 26% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution.

Weekend Delivery Driver

Whitewater, WI • On-site


Jimmy John's
Food Services and Drinking Places • 10K+ employees

5.3

Company rating: 5.3 out of 10

Based on 736 frontline employees who took The Breakroom Quiz

47th of 107 rated fast food restaurants

Free food

Recommended by students

Recommended by parents


$9 - $14/hr

Full-time, Part-time

Medical

Re-posted 7 days ago


Job description

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!


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


What Jimmy John's employees say

Pay

Benefits

Hours and flexibility

Workplace

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