Cookie Delivery Driver

Insomnia Cookies; Kingston; On-site; CAD 21,000 - 30,000; Full time

Benefits offered by this job

Flexible part-time work schedules

Pet insurance for your furry loved one

Excellent training & mentorship

Job stability

Achievement growth/promotion

FREE cookies with every shift

Job summary

Insomnia Cookies is expanding to Kingston and is hiring a Delivery Driver for our Canadian flagship store near Queens University. As a Delivery Driver you’ll bring warm cookies and treats to fans, providing a friendly, reliable service in the community.

Join a fast-paced bakery team where every shift blends delivery with guest service, ensuring accurate orders, safe transport, and a memorable cookie moment for customers late into the night.

Qualifications

• Must own a vehicle.
• Must have insurance in your own name.
• Must have a recent, clear driver’s 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 customer payments.
• Knowledge of the 5KM radius around York University is a plus.

Responsibilities

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

Skills

Own a vehicle

Insurance in own name

Clean driving record

Fluent English

Basic math for payments

Knowledge of York University area

Lit topper on car

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 Timeline Core Values As a Delivery Driver with Insomnia Cookies, you are our ‘Boots on the ground’ and the main face that our fans see outside of the bakery! You give the word ‘Delivery’ a whole new meaning by delivering our Cookie Magic to our fans wherever they are. You are an expert in the local delivery area and are focused on delivering a ‘Warm’ experience no matter where you go! Whether in a car or on a bike, our delivery drivers brave the elements to make sure that we continue to ‘Own the Night’ through delivery.

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.

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.