Director of Digital Product

Insomnia CookiesNew York, NY
$150,000 - $180,000Hybrid

About The Position

Insomnia Cookies is seeking a Director of Digital Product to lead the vision for guest-facing digital platforms and internal tools. This role involves owning the full product lifecycle, from strategy and roadmap to execution, across digital ordering, loyalty programs, the mobile app, delivery integrations, and internal operational tools. The Director will act as the primary advocate for both guests and the "Cookie Crew" (employees), ensuring digital products meet their needs. This includes defining product strategy, managing a unified roadmap, partnering closely with engineering, exploring AI/ML applications, managing delivery partnerships, gathering user insights, collaborating with marketing, and building/mentoring the product management team. The role also requires a strong focus on performance metrics, experimentation, and reporting to leadership.

Requirements

  • 8+ years in product management.
  • 3+ years managing a roadmap end-to-end.
  • Bachelor's degree in a related field or equivalent experience.
  • QSR, retail, or multi-unit restaurant experience strongly preferred.
  • Comfort with Agile/Scrum methodologies and tools (Jira, Figma, Lucid, or similar).
  • Proven track record of shipping features that align with organizational strategy and drive significant impact.
  • Experience managing and developing product managers.
  • Familiarity applying AI/ML in consumer product experiences (personalization, recommendation systems, LLM-powered tools).
  • Ability to align Marketing, Operations, Engineering, People, and Franchise leadership.
  • Strong ability to build new initiatives from scratch.
  • Excellent communication skills, capable of creating one-pagers and presenting to executive leadership.
  • Willingness to travel occasionally to bakeries and support center locations.

Responsibilities

  • Set the vision for guest-facing platforms and internal tools, ensuring alignment with the "Always Warm" strategy.
  • Develop and manage a unified product roadmap spanning digital ordering, loyalty, mobile app, delivery integrations, and internal store operations tools.
  • Prioritize roadmap items based on strategic importance and engineering capacity, in collaboration with engineering leadership.
  • Partner with Engineering Directors to translate roadmap priorities into actionable build plans.
  • Identify and champion opportunities to apply AI/ML to enhance guest and in-store experiences.
  • Lead the evolution of delivery integrations and manage relationships with third-party delivery platforms.
  • Gather insights from guests and employees by spending time in bakeries, observing deliveries, and conducting research.
  • Collaborate with Marketing to ensure digital products effectively bring brand campaigns to life and create a cohesive brand experience.
  • Build, mentor, hire, develop, and grow the product management function and team.
  • Define key performance metrics (engagement, conversion, retention, order frequency, internal adoption) and set clear goals.
  • Lead experimentation and optimization efforts (A/B tests, funnel analysis) to drive metric improvements.
  • Report on progress and performance to leadership on a regular cadence.

Benefits

  • Hybrid Work Environment
  • Opportunity to be a major part of Insomnia Cookies' next chapter of growth.
  • Competitive compensation package including base, bonus, and equity.
  • Comprehensive benefits including health, dental, vision, and 401(k).
  • A fun, entrepreneurial, and cookie-filled culture.
  • Free cookies, branded swag and so much more!
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