Director, Digital Marketing

As our Director, Digital Marketing, you own the full digital ecosystem that turns brand relevance into orders, members, and repeat behavior. This role is built around five connected pillars: loyalty, owned channel marketing (email, push, SMS), paid media, third-party delivery platforms, and personalization and segmentation, plus organic search and community-led growth, including SEO and Reddit.

This role partners closely with the Director, Brand and Integrated Marketing, who sets brand strategy, campaign sequencing, and creative direction. You own how those moments get delivered, activated, and measured across every digital channel. This isn't a strategy-only seat. You'll build the roadmaps and execute them, manage agencies and hold them accountable, pull your own segments, write your own briefs, and get into platform operations when it matters.

Sitting at the intersection of customer data, channel execution, and performance, this role translates first-party data and digital behavior into a connected, measurable growth engine across every owned and paid touchpoint.

Key Responsibilities:
Loyalty Program

Own Insomnia Rewards end to end on the PAR Punchh platform, including earn and burn mechanics, tier structure, member benefits, and reward economicsDrive enrollment, engagement, and retention KPIs, and partner with Finance to model ROI and keep program economics healthyBuild innovation into the program through seasonal challenges, gamification, surprise and delight moments, and referral mechanicsTreat the loyalty program as our primary first-party data asset, powering personalized offers and individualized journeys across every channel

Owned Channel Marketing (CRM)

Lead lifecycle marketing strategy and execution across email, push, and SMSBuild a segmentation framework that speaks differently to high-frequency loyalists, lapsed members, campus-adjacent customers, corporate gifters, and delivery-only usersOwn creative briefing and approval for all CRM communications, in partnership with the Director, Brand and Integrated Marketing on tone and brand voiceBuild a rigorous test-and-learn culture with A/B testing, control groups, and measurement frameworks tied to incrementality, not just open rates

Paid Media

Lead the paid media agency with clear briefs, defined KPIs, and a real accountability frameworkOwn the channel mix and annual budget across paid search, paid social, programmatic, and retargetingSet performance benchmarks for ROAS, customer acquisition cost, and incremental revenue, and hold the agency to themActivate first-party loyalty and CRM data in paid channels to retarget lapsed members, suppress active loyalists from acquisition spend, and build lookalike audiences from high-value cohorts

SEO and Organic Search

Own Insomnia's SEO strategy from the ground up, including technical SEO health, on-page optimization, local SEO across 350+ locations, and a content strategy built around high-intent search queriesOversee schema markup, Core Web Vitals, Google Business Profile optimization, and the full local search footprintPartner with the Brand and Integrated Marketing team on a programmatic SEO strategy that captures long-tail demand at scale, and track rankings, organic traffic, and conversion with the same rigor applied to paid

Reddit and Community-Led Growth

Own Insomnia's Reddit strategy, identifying the communities where our customers already live and building a presence that earns trust rather than sellsTurn organic brand love into measurable acquisition and loyalty enrollment, and monitor brand sentiment across Reddit and other community platformsPartner with the Social and Influencer lead to ensure community engagement and paid or owned social strategy work in sync rather than at cross purposes

Third-Party Delivery Platforms

Own Insomnia's presence and performance on DoorDash, Uber Eats, Grubhub, and other delivery platformsManage platform relationships, negotiate promotional placements and paid boosts, and maintain menu accuracy across all marketplacesBuild a conversion strategy that uses behavioral signals from third-party platforms to move high-value delivery customers into the loyalty program, shrinking reliance on paid marketplace fees over time

Personalization and Segmentation

Own the customer intelligence framework that powers all digital channels, defining how segments are activated and measuredBuild and maintain a unified customer view integrating loyalty data, app and web behavior, in-store transaction data, and third-party delivery signalsLead personalization strategy end to end, from audience architecture and offer logic to message timing and content relevance, and champion first-party data as a competitive moat

Measurement & Business Impact

Partner with the Marketing Analyst to define and track digital performance metrics, including acquisition, conversion, retention, and lifetime valueConnect digital investment to business outcomes, and present performance updates and budget plans to the CMOUse data, testing, and learnings to continuously optimize channel mix, targeting, and spend

Leadership & Cross-Functional Partnership

Partner closely with the Director, Brand and Integrated Marketing to align digital execution with brand strategy, campaign timing, and creative directionManage agency and vendor relationships across loyalty platform providers, ESP and CRM tools, SEO platforms, and analytics partnersPartner with Product, Technology, Finance, and Operations to keep the digital roadmap connected to the broader business

Qualifications & Experience

6 or more years of experience in digital marketing, CRM, lifecycle marketing, or loyalty, with demonstrated ownership of multi-year strategy and roadmaps and the execution to back them up2 to 3 years of hands-on building: segmentation frameworks, campaign briefs, audience lists, journey logic, and send-level performance analysisProven track record leading external agencies to clear, accountable outcomesExperience building or materially scaling a loyalty program, owning design, economics, and member growthPlatform fluency: hands-on experience with at least one major CRM platform (Braze, Salesforce Marketing Cloud, Klaviyo, or equivalent) and comfort in analytics toolsDemonstrated SEO experience, including technical SEO, local SEO, and content strategy with a track record of organic traffic growthExperience with community platforms, particularly Reddit, including an understanding of what earns trust versus what gets ignoredRestaurant, QSR, fast casual, retail, or consumer subscription experience strongly preferredStrong executive communication skills, comfortable presenting strategy and defending the measurement framework behind it to senior leaders

Nice to Have

Experience with PAR Punchh and/or BrazeFamiliarity with Customer Data Platform architecture and first-party data strategyExperience managing third-party delivery platforms as a revenue and acquisition channelBackground in building or optimizing a consumer-facing app as a CRM and loyalty touchpointExperience with programmatic SEO at scale, particularly for multi-location brands

SWEET POSITION PERKS:

A highly visible leadership role where your work directly shapes the digital growth engine behind a category-defining brandA loyalty program new enough to be shaped, with plenty of room to leave your fingerprintsCompetitive salary, bonus, benefits, and equity4 Day Work Week, every Friday offA fun, entrepreneurial, and cookie-filled cultureFree cookies, branded swag, and so much more

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 and 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.

Today, Insomnia Cookies spans more than 350 stores worldwide, including its flagship location in Philadelphia, PA, where the company is proudly headquartered. As we continue to grow our footprint and bring warm cookies to new communities across the globe, Insomnia Cookies is revolutionizing the cookie game by truly imagining what's possible.