Car Delivery Driver at Insomnia Cookies in Chicago, IL

Insomnia Cookies was founded in a college dorm room by then-student, Seth Berkowitz. Fast forward 20 years and so... many....cookies... later, our innovative bakery + delivery concept has become a cult brand known for its rabid following of cookie lovers who crave Insomnia’s warm, delicious delivery all day and late into the night. With an expanding footprint of over 350 stores globally, an experiential, “sweet-easy” flagship concept, and large scale operations and delivery capabilities ... Insomnia Cookies is revolutionizing the cookie game by truly "Imagining What’s Possible"!

At Insomnia Cookies, warm cookies are just the beginning.

As a Cookie Crew Delivery Driver, you'll deliver more than cookies—you'll deliver the moments people remember. Whether it's a late-night study break, birthday surprise, office celebration, or just someone's well-deserved treat, you'll be the friendly face bringing a little happiness right to their door.

When you're not out making deliveries, you'll be part of the bakery team—helping prepare orders, welcoming guests, and keeping the bakery running smoothly. Every shift is different, but one thing never changes: our commitment to delivering warm cookies and exceptional hospitality.

If you enjoy driving, meeting new people, and working with an energetic team, we'd love to meet you.

WHAT YOU’LL DO:

Every shift is a mix of driving, hospitality, and teamwork. You'll:

- Deliver Insomnia Cookies orders safely, accurately, and with a smile.
- Ensure every order arrives warm, complete, and ready to impress.
- Navigate efficiently using GPS and delivery technology while following safe driving practices.
- Welcome guests in the bakery and provide friendly service between deliveries.
- Assist with preparing, packaging, and organizing delivery and pickup orders.
- Help bake and package cookies and other treats as needed.
- Operate the register and process guest transactions.
- Keep the bakery clean, organized, stocked, and food-safe.
- Work closely with your bakery team to keep orders moving quickly and accurately.
- Help create the kind of guest experience that keeps people coming back.

QUALIFICATIONS

• Must be 18 years of age or older

• Valid driver's license with a safe driving record.

• Access to a reliable, insured vehicle that meets company requirements.

• Current auto insurance that meets state minimum requirements.

• Smartphone capable of running company delivery applications.

• Availability to work evenings, nights, weekends, and holidays.

Physical Requirements

This position regularly requires the ability to:

• Drive safely for extended periods throughout a shift.

• Frequently enter and exit a vehicle.

• Stand and walk for extended periods while working inside the bakery.

• Lift, carry, and transport orders weighing up to 30 pounds.

• Occasionally lift up to 50 pounds with assistance.

• Reach, bend, twist, kneel, and carry bakery products.

• Work in varying weather conditions while making deliveries.

• Work around ovens, refrigeration equipment, and moderate bakery noise levels.

• Communicate effectively with guests, coworkers, and leadership.

Work Environment

You'll split your time between our bakery and the road.

Inside the bakery, you'll work in a fast-paced environment with ovens, refrigeration equipment, cleaning chemicals, and moderate noise levels. Outside the bakery, you'll drive in varying weather and traffic conditions while following all safety policies and traffic laws.

Schedule Expectations

Our busiest times are evenings, late nights, weekends, and holidays. Delivery Drivers should have availability during these peak business hours. Scheduling needs vary by location.

Equal Employment Opportunity

Insomnia Cookies is an Equal Opportunity Employer. We are committed to creating a diverse and inclusive workplace where everyone feels welcome. We consider all qualified applicants for employment without regard to race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other protected characteristic under applicable federal, state, or local law.

Reasonable Accommodation

If you require a reasonable accommodation during any part of the application or hiring process, please let us know. We are committed to providing reasonable accommodations to qualified individuals with disabilities.

Additional Information

Employment with Insomnia Cookies is contingent upon successful completion of any background checks, employment verification, and other pre-employment requirements applicable to the position and permitted by law.

Ready to Join the Cookie Crew?

Whether this is your first job or your next step, we're looking for people who bring great energy, take pride in their work, and love making someone's day a little sweeter.

When you join Insomnia Cookies, you'll enjoy:

• Competitive hourly pay plus tips
• Early Wage Access (get paid the next day!)
• Flexible scheduling
• Employee discount (free cookies!)
• Opportunities for growth into Shift Leader and other bakery leadership roles

Many of our leaders started as Cookie Crew Members and Delivery Drivers. If you're looking for more than just a job, you'll find plenty of opportunities to grow with us.

We can’t wait to meet you!