Bike Delivery Driver

Insomnia Cookies; West Chicago (IL); On-site; USD 20,664,000 - 27,552,000; Full time

Benefits offered by this job

Competitive hourly pay plus tips

Early Wage Access

Flexible scheduling

Employee discount (free cookies!)

Opportunities for growth into Shift Le

Job summary

Insomnia Cookies is seeking a Cookie Crew Bike Delivery Driver to bring warm cookies, brownies, and treats directly to guests by bicycle. Whether it’s a late-night study break, birthday celebration, office snack, or someone’s craving, you’ll help create memorable moments with every delivery.

When you’re not delivering, you’ll join the bakery team—assisting guests, preparing orders, and helping keep the bakery running smoothly in a fast-paced environment.

Qualifications

• Must be 18 years of age or older
• Ability to safely operate a bicycle in an urban environment
• Own a smartphone capable of running company delivery apps
• Availability to work evenings, nights, weekends, and holidays

Responsibilities

• Deliver orders safely, accurately, and efficiently by bicycle
• Ensure every order arrives warm, complete, and on time
• Navigate city streets while following traffic laws and safety guidelines
• Communicate with guests professionally during every delivery
• Assist with preparing and packaging delivery orders
• Welcome guests and provide exceptional service inside the bakery
• Help bake, decorate, package, and stock products as needed
• Keep the bakery clean, organized, and food-safe
• Support teammates during busy shifts to keep orders moving

Skills

Bicycle safety

Customer service

Reliability

Urban navigation

Job description

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 Bike Delivery Driver, you'll be the face of Insomnia Cookies—bringing warm cookies, brownies, and other sweet treats directly to our guests by bicycle. Whether it's a late-night study break, birthday celebration, office snack, or just someone's cookie craving, you'll help create memorable moments with every delivery.

When you're not making deliveries, you'll be part of the bakery team—helping prepare orders, assisting guests, and keeping the bakery running smoothly. Every shift is fast-paced, active, and never quite the same.

If you enjoy staying active, know your city well, and love working with great people, this could be the perfect role for you.

WHAT YOU’LL DO

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

• Deliver orders safely, accurately, and efficiently by bicycle
• Ensure every order arrives warm, complete, and on time
• Navigate city streets safely while following all traffic laws and company safety guidelines
• Communicate with guests professionally during every delivery
• Assist with preparing, packaging, and organizing delivery orders before heading out
• Welcome guests and provide exceptional service inside the bakery between deliveries
• Help bake, decorate, package, and stock products as needed
• Keep the bakery clean, organized, and food-safe
• Support your teammates during busy shifts 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
• Ability to safety operate a bicycle in an urban environment
• Own a Smartphone capable of running company delivery applications
• Availability to work evenings, nights, weekends, and holidays

Physical Requirements

• Ride a bicycle for extended periods throughout a shift
• Frequently mount and dismount a bicycle
• Carry and transport delivery bags weighing up to 30 pounds
• Stand, walk, bend, reach, squat, and twist throughout the workday
• Work in varying outdoor weather conditions
• Enter and exit apartment buildings, offices, and residences, including climbing stairs when elevators are unavailable
• Work safely around bakery equipment, ovens, refrigeration units, and cleaning products
• Communicate effectively with guests and team members

Work Environment

You'll divide your time between our bakery and city streets.

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

Schedule Expectations

Our busiest times are evenings, late nights, weekends, and holidays. Bike 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!

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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