Cookie Delivery Driver

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

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.

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

• 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.

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