Director of Digital Product - insomniacookies

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"!

POSITION OVERVIEW:

Insomnia Cookies is looking for a Director of Digital Product to lead the vision behind everything our guests tap, order, and earn points on — and everything our Cookie Crew uses behind the scenes to keep the ovens running and the app in sync. Consider yourself the advocate-in-chief for two very important audiences: the guest craving a warm cookie at 2am, and the Crew member making sure it gets to them.

You'll own the full product lifecycle — strategy, roadmap, execution — across digital ordering, loyalty, our mobile app, delivery, and the internal tools that keep our bakeries humming.

What You’ll Own

Product strategy & vision . Work closely with stakeholders to set the vision for both our guest-facing platforms and our internal tools and systems. Make sure every roadmap ladders up to our Always Warm strategy. Translate that vision into a strategy your team, your peers, and our executive leadership can all rally behind.

Roadmap management . Own a single, unified roadmap spanning digital ordering, loyalty, mobile app, and delivery integrations — plus the internal tools that support store operations, our People activities, and our support center. Prioritize ruthlessly and know exactly why each item is on the roadmap and why it's where it is. Sequencing against engineering capacity in collaboration with our engineering leadership.

Engineering partnership . Partner closely with our Engineering Directors to turn roadmap priorities into buildable plans.

AI & emerging tech . Spot and champion opportunities to apply AI/ML to guest-facing and in-store experiences — personalization, ordering intelligence, tools that make the Crew's shift easier — and partner with Engineering to design and build them.

Delivery partnerships . Take a lead role in evolving our delivery integrations, and in managing and improving our commercial relationships with third-party delivery platforms — balancing guest experience, unit economics, and operational reality.

Guest & Crew insight . Get close to the people who actually use what you build. Spend time in bakeries, ride along on deliveries, sit in on guest research, and build a steady pipeline of feedback from guests and employees that shapes what gets built next.