via LinkedIn
$250K - 300K a year
Lead full company technology and product roadmap with AI transformation and modernization initiatives.
Requires 12+ years senior product and engineering leadership with AI transformation and e-commerce experience.
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 Bmoulthrop@Talener.com
This job posting was last updated on 3/10/2026