Senior Machine Learning & Data Science Lead

Insomnia Cookies is on a mission to sweeten the digital experience through intelligent personalization, predictive insights, and real-time decisioning.

We’re looking for a Senior Machine Learning & Data Science Lead who enjoys working hands-on with models, data, and production systems—while collaborating closely with product, engineering, and marketing teams. This role blends applied data science with practical ML engineering to help design, build, and improve AI-powered capabilities across our digital channels and operations.

Sweet Position Perks:

• 4 day work week!! (yupp, we get every Friday off)

• Excellent comprehensive benefits coverage that includes medical, dental, vision & pet insurance plans

• 401K with contribution match

• 3 weeks paid vacation plus 2 paid Insomnia personal wellness days

• Relaxed, fun, come as you are office culture

• Free cookies, branded swag and so much more!

• Collaborate with teams to design and implement ML models for personalization, recommendations, targeting, and operational improvements.

• Develop predictive and forecasting solutions that use first-party data to support marketing, store operations, and inventory planning.

• Integrate models into production environments, partnering with engineers to ensure scalability, reliability, and maintainability.

• Contribute to experimentation efforts, helping design and analyze A/B tests to measure impact.

• Support ongoing model monitoring and refinement, ensuring quality, fairness, and explainability remain central.

• Work across the business to explore new opportunities where data science and ML can improve customer experience or operational efficiency.

• 5+ years in applied ML, data science, or quantitative product roles.

• Experience with recommendation systems, predictive modeling, clustering, and time series forecasting.

• Practical experience deploying models to production (Python, AWS/GCP, APIs).

• Proficiency in SQL and working with large datasets.

• Familiarity with A/B testing and statistical analysis for experimentation.

• Ability to communicate technical concepts clearly to technical and non-technical audiences.

• Bonus: background in eCommerce, QSR, or real-time customer engagement systems.

• Work on a variety of high-impact, customer-facing and operational projects.

• Be part of the early-stage buildout of our AI and ML capabilities.

• Collaborate with multiple teams on initiatives that directly shape digital experiences.

• Join a fast-moving, playful culture that values experimentation and innovation.

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 300 stores globally, an experiential, “sweet-easy” concept as the brand’s flagship in Philadelphia, Pa. (where Insomnia Cookies is headquartered), and a rapidly-growing nationwide shipping and gifting portfolio... Insomnia Cookies is revolutionizing the cookie game by truly "Imagining What’s Possible"!