About
Fifteen years turning hard problems into products people trust.
I'm Jay Trainer — a design executive and former Head of Design / Senior Director who builds high-performing teams, raises product craft, and makes ambiguous, workflow-heavy domains feel obvious.
My work sits where complex domains meet the people who have to use them every day.
For 15+ years I've led UX, product design, and research for complex digital products at Tebra, Kaiser Permanente, Life360, and Glassdoor — and advised clients including IDEO, AT&T, and Sony. I build and develop teams, raise the bar on craft, and translate user insight into product strategy, design systems, and measurable business outcomes.
Lately my focus is AI-native healthcare workflows and AI-enabled design operations: agentic clinical experiences, human-in-the-loop review, AI-generated documentation, dynamic command-center UX, and internal learning tools that help designers use AI with judgment, safety, and craft.
Where I've led
Director of Product Design — Patient Experience & Care Delivery
Lead product design for Tebra's patient experience platform and AI-native provider workflow initiatives, partnering with Product, Engineering, and GTM.
- Directed UX strategy for an AI-native mental-health provider workflow: "prepare for next patient," command-center experiences, AI-surfaced clinical context, note review, and extraction.
- Defined trustworthy-AI interaction patterns — deterministic data ownership, provenance markers, and review before record commitment.
- Led an AI-powered clinical documentation system with AI-generated SOAP notes, reducing provider burden and supporting throughput.
- Built a live flow and design-system review environment for cross-functional critique of end-to-end provider workflows.
Principal Product Design Lead — Receive Care & Navigate to Care
UX design and research leadership across Kaiser Permanente's digital health ecosystem for millions of patients and providers.
- Orchestrated product roadmaps with C-suite executives, driving innovation in telemedicine and digital health.
- Architected a design system spanning 100+ digital touchpoints.
- Built and led a globally distributed design team rooted in critique and customer-centered development.
Head of Design
Set UX vision and led design execution for the core family-safety and location-sharing product.
- Spearheaded a core redesign that doubled engagement and improved retention by 38%.
- Aligned design with strategy, contributing to a 22% increase in premium conversions.
- Advanced a design-system approach that cut time-to-market for new features by 15%.
Senior Director — UX, Product Design & User Research
Built the design organization and practices that supported product scale during a high-growth period.
- Built and led a 20+ person UX, product design, and research team.
- Executed a UX strategy that contributed to Glassdoor's growth and eventual $1.2B acquisition.
- Spearheaded Glassdoor's first comprehensive design system and pioneered patented UX solutions.
Independent Consultant — Product Design & UX Strategy
Advised clients including IDEO, AT&T, and Sony on product design strategy, UX direction, and stakeholder alignment.
- Developed strategic design plans aligned to client business objectives.
- Established design standards that improved consistency, quality, and delivery.
Principles
Evidence over enthusiasm
Product direction stays grounded in workflow evidence and research synthesis — not abstract AI hype.
Humans stay accountable
AI proposes and recommends; experts review and approve; deterministic systems own the facts.
Teams make the work
Craft scales through people — critique culture, design systems, and operating models that endure.