Car Delivery Driver

As a Car Delivery Driver at our Wicker Park store located at 1537 N Milwaukee Ave, Chicago IL 60622, you are our “Boots on the ground!”, and the main face that our Insomniacs see outside of the bakery! You give the word “Delivery” a whole new meaning by delivering the Cookie Magic to our fans wherever they are.

• Pay rate: $12.62/hr, plus tips – Guaranteed rate $17.40/hr
• Pay on demand – get paid your earned wages at the end of the day
• Small but busy delivery zones
• Paid vacation and sick time off
• Flexible part‑time work schedules
• Pet insurance for your furry loved ones
• Job stability with a rapidly growing and reputable company
• Achievable growth/promotion opportunities
• Free cookies with every shift

• Check orders for quality and accuracy before they leave the store
• Deliver cookies, milk and ice cream to our loyal fan base, in a timely and safe manner
• Provide quality customer service through positive and professional interaction with customers in‑person or by phone
• Use Insomnia’s delivery app to meet approved company standards and provide accurate status updates to customers

• Excellent time management and organizational skills
• Knowledge of the 2‑mile radius surrounding the store is a plus
• Must have your own car, license, valid registration, and valid insurance
• Must be able to pass a motor vehicles background check
• Must have a smartphone with a data plan
• Must be legally eligible to work in the United States
• Must be 18 years or older

About Us:

Insomnia Cookies was founded in a college dorm room by student Seth Berkowitz. Over 20 years, our bakery‑plus‑delivery concept has become a cult brand known for its warm, delicious cookies delivered all day and late into the night. With an expanding footprint of over 300 stores globally, Insomnia Cookies continues to revolutionize the cookie game by truly "Imagining What’s Possible".