VP, Marketing

VP, MarketingOur StoryAt Endear, we’re building the first modern CRM for retail teams, starting with the frontline. Our software empowers sales associates to have more personal, effective conversations with customers through AI-powered tools that drive measurable revenue.Despite retail being 6x larger than eCommerce, most platforms overlook the in-store experience. We’re changing that. We’re helping brands like Reformation, Gorjana, Glossier, Frame, and Mizzen+Main turn real customer relationships into growth powered by intuitive software and thoughtful design.As Endear enters its next phase of growth, marketing is becoming a central lever in how we scale. We are investing in leadership to help us move from strong momentum to a fully integrated, predictable go-to-market engine.Position OverviewEndear is hiring a VP of Marketing to own and lead the entire marketing function. This role sits on the leadership team and is responsible for setting strategy, building systems, and scaling a high-performing marketing organization that supports long-term growth.You will lead and mentor a growing team that includes Product Marketing and Demand Generation, with clear ownership across positioning, messaging, pipeline generation, and go-to-market execution. We are looking for a senior leader who knows how to evaluate what is working, fix what is not, and build a scalable marketing machine through strong people leadership and clear metrics.You will partner closely with Sales, Product, and Customer Success to ensure marketing is tightly aligned to revenue goals, product expansion, and our core ICP. The focus is on selling more value to the same ICP through clear positioning, strong messaging, and effective demand systems.What You’ll AccomplishIn your first 6 months, you’ll…Take ownership of Endear’s full marketing strategy and operating modelAssess and refine existing demand generation and product marketing effortsEstablish clear KPIs across pipeline, attribution, conversion, and performanceBuild strong operating rhythms with Sales and Product to align messaging and pipeline expectationsCoach and support existing team members, helping them level up in their functional areasCreate clarity around priorities, roles, and execution across the marketing orgIn your first year, you will:Lead a multi-layer marketing team, including Directors and their teamsOwn marketing’s contribution to pipeline and revenue with predictable outcomesGuide positioning and messaging for new products sold into the same ICPBuild scalable systems for planning, reporting, and forecastingManage and optimize a meaningful marketing budget with clear ROI disciplineHelp position Endear as a category leader in modern retail clientelingYou’ll Thrive in This Role If...You Have Experience WithHave 10 plus years of B2B SaaS marketing experience, including senior leadership rolesHave led teams of at least five people and scaled marketing organizationsBring deep experience in either Product Marketing or Demand Generation, with strong fluency in bothAre highly metrics-driven and comfortable owning attribution, forecasting, and performance reportingHave managed marketing budgets in the range of $500K to $750K or moreHave experience working in early-stage or growth-stage SaaS environments similar to EndearAre confident partnering with Sales leadership as a peer, owning the marketing funnel end to endExcel at mentoring and developing talent rather than executing every function yourselfAre energized by building clarity, systems, and momentum in growing organizationsAlign With What We ValueAt Endear, we live by five core principles. Customer First thinking in every decisionOwnership and accountability at every levelEnabling autonomy through clarity and trustUnder promising and over deliveringInnovating quickly while delivering real valueWe look for leaders who live these values through their decisions, their management style, and their outcomes.About the TeamYou’ll partner most closely with:Sales Leadership: Align on pipeline strategy, lead quality, and revenue targets while ensuring marketing and sales operate as a unified growth engine.Product Leadership: Shape messaging, positioning, and go to market strategies as new features and offerings are introduced.Customer Success: Translate customer insights, retention patterns, and expansion opportunities into compelling value stories and lifecycle marketing programs.CEO and Executive Team: Partner on company growth strategy, marketing investment decisions, and long-term positioning for Endear in the retail technology market.We currently have a fractional CMO in place and are committed to a thoughtful, well-supported transition to this full-time VP role with meaningful overlap.Our Hiring Process20–30 minute screen with a recruiterBehavioral interview with the hiring managerPanel interview with key team membersFinal conversation with Co-FoundersOffer Compensation & BenefitsCompensation: $250-275k OTE (base + bonus)Equity EligibleFully remote teamComprehensive healthcare (medical, dental, vision)Co-working or home office stipendFlexible PTO and unlimited vacationOpportunity to shape foundational product work in a transformative industryApply Even If You Don’t Check Every BoxIf this role excites you but you’re unsure if you meet every requirement, reach out anyway. We care about skills, motivation, and how you think more than we do about perfect resumes.