Cookie Delivery Driver

Insomnia Cookies, LLC; Canada; On-site; CAD 2,066,000 - 3,031,000; Full time

Benefits offered by this job

Flexible part-time work schedules

Pet insurance for your furry loved one

Excellent training & mentorship

Job stability with a growing company

Growth/promotion opportunities

FREE cookies with every shift

Job summary

Insomnia Cookies is expanding to Toronto and is actively interviewing candidates for the Delivery Driver role at our Canadian flagship store adjacent to Queens University. You will deliver warmth and happiness, driving orders to fans and supporting the bakery team with hospitality and order preparation.

The role requires owning a vehicle, a valid driver’s license, and a clean driving record, with availability during evenings, nights, weekends, and holidays.

Qualifications

• Must own a vehicle.
• Must have insurance in your own name.
• Must have a recent, clear driver’s abstract.
• Must be 18 years or older and available evenings/nights/weekends/holidays.
• Must have a valid driver’s license (Ontario G2 with 2 years driving experience a plus).
• Read/write fluent English and perform basic math for payments.

Responsibilities

• Deliver Insomnia Cookies orders safely and accurately.
• Provide friendly customer service in-person or by phone.
• Use the delivery app per company standards and update customers.
• Enter and exit a vehicle safely and deliver orders warm and complete.
• Assist with bakery tasks and help keep the bakery and orders organized.

Skills

Vehicle ownership

Valid driver’s license

Safe driving record

Customer service

Time management

GPS navigation

Tools

Delivery app

GPS 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"!

Insomnia Cookies started as a big dream in a tiny university dorm room in the US city of Philadelphia, amongst a group of friends, up late, craving something sweet and delicious. With very limited takeout options available (this was back in 2003!), our founder, Seth, took matter into his own hands. Fast forward 20 years and so... many... cookies later, Insomnia Cookies has become a cult brand known for its rabid following of cookie lovers who crave warm, delicious delivery all day and late into the night.

We’re now very excited to bring our late-night favourite to Toronto and we are actively interviewing candidates for the DELIVERY DRIVER role at our Canadian flagship store adjacent to Queens University! We’re not just a cookie company – we’re a community of Insomniacs. We know our cookies are the most delicious around, but it’s our team members that make Insomnia Cookies an amazing place to be. Have a hunger to succeed? A passion for the sweeter things in life? Got big dreams and a ceaseless imagination? Then we want to get to know YOU!

Check out some vids to learn more!

Who We Are! Insomnia Cookies TimelineCore Values

Some Our Sweet Delivery Driver Perks:

• Flexible part-time work schedules


• Pet insurance for your furry loved ones


• Excellent training & mentorship


• 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:

• Must own a vehicle


• Must have insurance in your own name


• Must have a recent, clear drivers abstract from MTO


• Must have a minimum G2 with 2 years driving experience


• Read and write fluent English and be able to perform simple math calculations for purposes of customer payments


• Knowledge of the 5KM radius around York University a plus!


• Must have a lit topper on the car while on the clock

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!