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Insomnia Cookies — 4 Day Work Week Jobs

Late-night cookie delivery pioneer with 270+ stores globally, offering warm treats until 3 AM and a supportive work culture with innovative benefits.

4 Day Work WeekUnited StatesLarge (201-1000)onsite

About Insomnia Cookies

What is Insomnia Cookies?

Insomnia Cookies is the late-night cookie delivery pioneer that "started with a big idea in a tiny dorm room" and has grown into a beloved national bakery brand. The company's identity is built around late-night delivery, warm cookies, and a "cult following" of devoted Insomniacs. The careers brand frames team members as "Insomniacs" — "we're not just a cookie company – we're a community."

The company's six declared values are: We are All Insomniacs, Dream Big ("imagination is what drives us forward"), Stay Hungry, Bake to Perfection ("fiercely devoted to providing Insomniacs everywhere with an experience that will have them craving more"), Do What's Different ("originality is the heart of what we do"), and Indulge in Life ("the daily grind can be tough but treating yourself makes it a little easier. Life is short. Eat a cookie.").

Where will I work?

Insomnia Cookies is a U.S.-based, in-person organisation. The HQ is in Philadelphia, PA (1 S Broad St). The Insomnia HQ team — split across 14 departments including Administrative, Development, Marketing, Customer Service, Operations, Finance & Accounting, IT, Purchasing & Supply, Construction, Safety & Security, Training, Programming and Special Events, Real Estate, and Creative Design — supports 270+ stores nationwide. In-store roles work directly from bakery locations.

What is the Insomnia Cookies team like?

The Cookie Crew, Drivers, and Shift Leaders are "the heart of the Insomniac brand and deliver cookie magic every day. Our stores don't just bring the warm cookies. They bring the party." Field Management roles (Store Operations Managers, District Managers) provide career advancement paths into bakery leadership. The HQ runs on "entrepreneurship, big ideas, and cookies" — "we are rapidly expanding with endless room for growth."

Work-Life Balance

Four different work patterns operate across the org. Corporate teams (HQ + Field Management) work a 4×9-hour day Monday–Thursday. In-store roles follow store hours including evenings, weekends, and late-night shifts. PTO accrues at up to 40 vacation hours/year (after 1 year of service) plus 24 sick hours (varies by state law) plus two "Insomniac Days" per year — "use them to volunteer, take a mental health day, or engage with your community." Salaried employees are auto-enrolled in the Cookie Jar internal stock options program.

Perks and Benefits

  • Up to 40 vacation hours/year + 24 sick hours (varies by state law) + 2 Insomniac Days/year
  • Medical, Dental, Vision & Prescription Healthcare options (eligibility after 1 year)
  • Dental coverage included in healthcare options
  • Free 24/7 confidential counseling — Assistance Program covers you and your dependents
  • 401(K) Retirement Savings with company match (after 1 year of service)
  • Cookie Jar Internal Stock Options — all salaried employees are automatically enrolled
  • Pet Insurance + Commuter Transit and Parking Assistance (tax-free payroll deductions) + free Insomnia uniform + free cookies, pizza parties, employee discounts, company swag

Open Positions

7 jobs