Insomnia Cookies
Direct Lever career site

Cookie Delivery Driver

Pay
$16 per hour
Location
Charlottesville, VA
Listed
Today

Some Our Sweet Delivery Driver Perks

  • Pay Rate: $16.25/hr
  • Pay-on-Demand (no longer do you have to wait until the end of the week. Get paid daily for your total shift earnings from the day before!)
  • Small but busy delivery zone
  • Paid vacation and sick time off
  • Flexible part-time work schedules
  • Pet insurance for your furry loved ones
  • Ability to enroll in our nationwide GasBuddy discounted fuel program
  • Ability to enroll in our nationwide Jiffy Lube car maintenance program
  • Job stability with a rapidly growing and reputable company
  • Achievable growth/promotion opportunities
  • FREE cookies with every shift!

What Will I Do as a Delivery Driver?

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

Desired Skills/experience

  • 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 data plan
  • Must be legally eligible to work in the United States
  • Must be 18 years or older to be employed

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.

About Insomnia Cookies

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"!

Insomnia Cookies is one of the fastest growing, late-night, sweet indulgence companies in the country, and at the present time, we are actively interviewing Delivery Drivers for our UVA store located at 1409 University Ave, Charlottesville VA 22903! As a Delivery Driver, 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.

Check out some of our content vids to

Who We Are!

Insomnia Cookies Timeline

Core Values

Read the original posting

From Insomnia Cookies's careers page, first listed on Rolev.ai on November 12, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Cookie Delivery Driver role at Insomnia Cookies, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

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Common questions

What is the salary for the Cookie Delivery Driver role at Insomnia Cookies?

The Cookie Delivery Driver posting at Insomnia Cookies states compensation of $16 per hour. Final pay may depend on location, experience, and interview evaluation on Insomnia Cookies's official career site.

Where is the Cookie Delivery Driver job at Insomnia Cookies located?

This Cookie Delivery Driver position at Insomnia Cookies is located in Charlottesville, VA. Always check Insomnia Cookies's application page for specific state eligibility or relocation policies.

How do I apply for the Cookie Delivery Driver position at Insomnia Cookies?

This listing links directly to Insomnia Cookies's Lever application page. You can apply directly on Insomnia Cookies's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Lever application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.