Director, Strategic Finance

Insomnia Cookies is seeking a Director of Strategic Finance to be the primary finance partner to our Marketing, Growth, Operations, and Supply Chain leaders, driving the next phase of sustainable, profitable growth across the business. Reporting to the VP of Finance, you’ll own revenue and margin analytics, pricing and promo strategy, investment management, and bakery profitability, while leading a high-performing team of two.

SWEET POSITION PERKS:

•4 Day Work Week (yuppp, we get every Friday off)

•Opportunity to be the architect 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!

• Serve as the lead finance partner to Marketing, Growth, Operations, and Supply Chain—translating strategies into P&L impact and actionable recommendations.

• Build and maintain a high confidence, cross-functional, and driver-based Revenue planning approach
• Model contribution margin at product, promo, store, and channel levels; surface actions to expand gross margin and 4-wall EBITDA.
• Stand up test-and-learn frameworks for campaigns, promos, and new launches
• Partner with Operations & Supply Chain to optimize COGS and inventory management

• Own the pricing playbook: elasticity models, competitive benchmarking, and guardrails.
• Design promo architecture to balance traffic, mix, and margin
• Publish post-event analyses with clear go/stop/scale guidance

• Support business case development and investment prioritization for Real Estate, Digital, and Marketing (e.g., new stores, remodels, assortment innovation, loyalty, data & AI).
• Create board-ready materials: succinct narratives, sensitivity analyses, and milestone KPIs; track actuals vs. case.

• Lead annual plan and LRP for GTM & Operations: market sizing, store growth, channel mix, and productivity trajectories.
• Drive in-year accountability to plan 
• Bakery (4-Wall) & Channel Profitability
• Elevate bakery-level reporting, tying 4-wall P&Ls to operational KPI performance
• Partner with operations leadership to conceptualize and operationalize growth and efficiencies drivers 
• Drive field engagement and ownership of controllable P&Ls

• Manage, coach, and develop 2 direct reports
• Build a culture of data-driven decision making and continuous improvement

• 7+ years of relevant experience; MBA preferred, not required
• Advanced Excel/Sheets modeling; familiarity with experimentation/measurement; experience in consumer, retail, CPG, QSR, or multi-unit businesses
• Strategic and analytical with a strong consumer & operator mindset—equally comfortable in the model and on the bakery floor
• Outstanding visual & verbal storytelling; you simplify complexity and influence senior leaders with clarity
• Executive presence and cross-functional credibility; a trusted thought-partner to GTM and Ops leaders
• Background may include strategic finance/FP&A, strategy, consulting, investment banking, or similar (corporate finance background helpful but not required)

About us:

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"!