Michael Adam Winters

About

As a technical product leader with 15+ years of experience at Amazon, Apple, and Google, I specialize in transforming high-ambiguity challenges into scalable systems and measurable business outcomes. My track record includes driving $300M in supply chain savings, launching global support for the Apple Watch, and spearheading AI/analytics strategies that bridge the gap between complex engineering and frontline operations. I pride myself on building high-performing global teams, having mentored 20% of my direct reports to promotion while consistently delivering 96% CSAT scores and drastic operational efficiencies. Ultimately, I bring a disciplined approach to every stake: understanding the core problem, building the right framework, and measuring what truly matters to the bottom line.

Experience

• Associate Director of Technical Product · Chewy04-01-2023 – 10-01-2025

  Built Chewy's first enterprise product analytics strategy from scratch, re-architecting instrumentation across all platforms into a unified metrics framework adopted by 20+ product teams, eliminating 50+ manually corrected metrics, saving 20 hours per week, and shifting the org from reactive execution to outcome-driven prioritization. Designed and deployed Chewy's first AI for Product Managers program, equipping 20+ product teams with practical LLM fluency across roadmapping, PRD drafting, and data analysis workflows, contributing to measurable cost avoidance through reduced manual effort and faster decision cycles. Implemented a quantitative prioritization model that reduced peak-season escalations to zero and improved roadmap transparency across 20+ product teams and executive stakeholders. Hand-selected by the CTO and CISO to stabilize the GRC and Privacy Technology teams during a critical transition; led PCI DSS 4.0 readiness assessments across three business entities to Attestation of Compliance delivery, reduced audit cycle time by 50%, and maintained zero P0/P1 security incidents across an 18-month tenure. Directly managed 13 people globally; mentored 20% to promotion and turned around 30% of underperformers to Meeting Expectations within 12 months. Operationalized Chewy's CCPA/DSAR compliance program at scale, processing 2,000–3,000+ requests bi-weekly at a 4-day average completion time against a 45-day SLA; deployed PII automation to production, launched BigID data classification across 29+ production data sources, and managed a 56-application User Access Review program through SailPoint integration.

• Principal Product Manager, Computer Vision ML Solutions · Amazon06-01-2022 – 04-01-2023

  Served as technical and strategic lead across a 21-person cross-disciplinary team (data scientists, hardware engineers, software engineers) to deploy Amazon's CV-based defect detection platform across 300+ fulfillment centers, driving an 11% reduction in item defect rates and owning the full technical roadmap from ML research to frontline operational rollout.

• Senior Manager of Technical Product · Amazon03-01-2017 – 06-01-2022

  Conceived and launched Project Kariba (Upstream Fulfillment), a first-of-its-kind supply chain solution staging bulk inventory at low-cost upstream storage nodes instead of routing directly to high-cost fulfillment centers; built the end-to-end cost model, product selection strategy, and 3PL operating model from scratch, projecting $293M in supply chain savings over three years. The system remains in active use and continues to expand. Led ground-up re-architecture of Amazon's largest operational metrics platform (30,000 daily users), reducing page load times from 3 minutes to 5 seconds, replacing manual Excel reporting across 300 fulfillment centers, cutting report creation time by 80%, and driving 2x YoY user engagement. Drove $32M in cost avoidance through platform optimization and technical debt reduction, maintaining 100% system uptime throughout major architectural migrations. Directed a 5-day mission-critical turnaround of pandemic-response tooling that ensured uninterrupted global delivery of essential goods during unprecedented supply chain disruption. Managed a team of 3 managers overseeing 30+ totals ICs,, driving 4 high-impact promotions and maintaining a high talent bar through performance-based decisions.

• Solutions Architect · Apple10-01-2015 – 03-01-2017

  Designed and launched day-one customer support capability for the Apple Watch 1.0, building custom solutions to enable real-time support for a brand-new product with no screen sharing capability, achieving 96% CSAT scores across all Apple contact centers worldwide at launch. Delivered real-time video, screen sharing, and chatbot integrations into Apple's core contact center software across five worldwide locations, equipping 2,000+ agents with new support capabilities.

• Technical Partner Operations Manager · Google09-01-2013 – 10-01-2025

  Served as primary technical liaison between Google and Walmart, managing technical implementation of 10,000+ daily product listing ads and driving $10M+ in monthly revenue.

Education

• Full Sail UniversityBachelor's of Science, Business Administration
• Full Sail UniversityAssociate's of Science, Audio Engineering

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