Vice President of Products

Job Title: VP of Product & Technology (Specialty Retail | DTC) Location: Remote (West Coast-leaning hours, U.S. or Canada) About the Company A profitable, 50+ year specialty retail brand in the midst of a major growth phase — doubling number of stores while investing heavily in e-commerce, digital transformation, and AI. This is a lean, high-performing organization with a strong culture of ownership and a PE-backed mandate to modernize and scale. The company operates a hybrid retail + digital model with a loyal customer base and a differentiated experiential offering. Responsibilities Own the full company technology and product roadmap — translating business strategy into a prioritized, multi-year plan with clear ROI accountability across all domains Serve as the Product Management Architect for the organization: building business cases, evaluating vendors, creating product briefs for engineering, and managing cross-functional alignment with business stakeholders Lead and unify Product, Engineering, QA, and IT teams (~30 FTEs + consultants) under a single strategic vision Drive AI transformation across the business — including workflow automation, operational efficiency, and cultural adoption of AI-first practices Own modernization initiatives including OMS replatform, cloud migration, loyalty program rollout, mobile presence, and technical debt reduction Partner with executive leadership to justify all technology investment and communicate technical decisions in business terms Serve as a player-coach — equally comfortable setting strategy and rolling up sleeves on key initiatives Required Skills & Experience 12+ years of progressive product and technology leadership, with demonstrable experience as the most senior product voice in the organization Deep, hands‑on product management experience — has built and owned full-company roadmaps, not siloed product areas; must be able to step into a Director of PM role seamlessly if needed Has led both product and engineering teams; engineering leadership experience required, even if on an interim or matrixed basis Proven track record of driving AI transformation — workflow automation, efficiency gains, and headcount optimization through AI adoption Strong e-commerce and DTC background — understands inventory, omnichannel operations, and digital commerce at a meaningful scale Experience at smaller, high-growth, or PE-backed companies; end-to-end ownership mindset required Has led at least one major platform modernization effort (OMS, cloud migration, replatform, or equivalent) IC product management experience earlier in career strongly preferred Compensation Base Salary: up to $250,000 Total Compensation: ~$300,000 (includes performance-based incentives) Additional Information Role is 100% remote; candidates must be based in the U.S. or Canada and available for West Coast-leaning business hours Must be authorized to work in the U.S. or Canada — no visa sponsorship available Title flexible based on experience (VP of Product & Technology, Head of Product & Technology, or Divisional CTO equivalent) Some travel required (1-2x per quarter) For more information or to apply, contact Bethany at View email address on click.appcast.io #J-18808-Ljbffr