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 favorites to Ontario and we are actively interviewing candidates for the SHIFT LEAD 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 of our content vids to learn more!
Who We Are!
Insomnia Cookies Timeline
Core Values
SOME OUR SWEET SHIFT LEADER PERKS:
• Flexible part-time work schedules
• 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!)
• Paid vacation and sick time off
• Interactive training & mentorship
• Pet insurance for your furry loved ones
• Job stability with a rapidly growing and reputable company
• Achievable growth/promotion opportunities
• You get to work in a fun, exciting team environment
• Employee discount and FREE cookies with every shift!
WHAT WILL I DO AS A SHIFT LEADER?
• Provide incredible customer service and quality products to all of our guests throughout their experience within our bakeries
• Support store leadership by maintaining operations during your shift, communicating pertinent information, monitoring production efficiency, holding the team accountable to company standards and procedures, and assisting in the training and coaching of team members
• Prioritize and delegate tasks for baking, cashiering, packaging, and cleaning while leading the cookie crew team
• Support and work alongside the Cookie Crew
• Provide a safe, clean, working environment for our guests and staff and adhere to safe food handling practices
• Manage cash handling and deposits
DESIRED SKILLS/EXPERIENCE:
• At least 1 year of working experience in a customer service focused role
• Point of Sale systems experience
• Outstanding communication, time management, and people skills
• Outgoing/friendly/patient demeanor
• Detail focused and results-oriented
• Ability to lead-by-example and motivate others
• Ability to lift up to 40 lbs.
• Legally eligible to work in the United States
• Must be 18 years or older to be employed
At Insomnia Cookies, our Shift Leaders are the leaders in action. As the person leading the shift, you'll work side-by-side with your Cookie Crew to deliver warm, delicious cookies and an exceptional guest experience. From baking and packing orders to coaching teammates and keeping the bakery running smoothly, you'll lead by example every shift.
If you enjoy fast-paced environments, love working with people, and aren't afraid to roll up your sleeves, this is the role for you.
WHAT YOU'LL DO:
As the leader on duty, you will:
Physical Requirements
This position regularly requires the ability to:
Work Environment
This position works in a fast-paced bakery environment that includes frequent interaction with guests, exposure to heat from ovens, refrigerated storage areas, cleaning chemicals, and moderate noise levels. Evening, late-night, weekend, and holiday shifts are a regular part of the business.
Schedule Expectations
Our bakeries are busiest during evenings, late nights, weekends, and holidays. Team Members 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?
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:
This is more than a shift supervisor role—it's your opportunity to develop your leadership skills, make an impact every day, and grow your career with one of the fastest-growing bakery brands in the country. Many of our Assistant Managers and Store Managers began their journey as Shift Leaders.
If you're ready to lead a great team, delight guests, and help create warm moments one cookie at a time, we'd love to have you join the Insomnia Cookies family.

Insomnia Cookies was born out of the dislike of heavy meals late at night, love of food delivery, and the realization that by the time you get hungry at night, nothing is open. The concept was founded by Seth Berkowitz in 2003 from his dorm room while attending the University of Pennsylvania. Berkowitz started baking and delivering warm cookies to students late-night on campus... and Insomnia Cookies was born.
Today with 300+ locations and growing, Insomnia Cookies offers many varieties of delicious cookies delivered warm from the oven right to your door! We are open when you need it most; delivering from 11/12pm and staying open until 3:00am, at most of our locations. Our menu options also include brownies, deluxe cookies, ice cream and of course a pint of cold milk is available with any order. Whether you're feeding a craving or a crowd; Insomnia Cookies has you covered.