Design Executive · AI-Native Healthcare

I build design organizations and AI-native products that earn trust.

Jay Trainer is a Design Executive and Sr. Director, Product Design, AI-Native, with 20+ years in product design and 15+ leading design teams and orgs. I turn ambiguous, workflow-heavy domains into intuitive product experiences.

Selected work

Featured

An AI-native clinical workflow clinicians can trust
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Start here · Flagship AI-native product

An AI-native clinical workflow clinicians can trust

An open-ended AI mandate became a live product in 106 days: 68 capabilities carried by an AI substrate, with clinicians keeping review and approval. The launch film, the workflow it collapses, and providers in their own words.

OttoAI-native healthcareAccountable clinical workflows

AI drafts and extracts. It recommends, and experts review and correct before anything ships. Deterministic systems own the facts.

What I lead

Expertise

01

AI-Native Product Strategy

Trustworthy AI interaction principles and agentic workflows. Roadmaps from proof-of-concept to scaled implementation.

02

Design Org Development

Building and scaling high-performing product design and research teams of 20+.

03

UX Research & Discovery

Evidence-backed research systems that ground product direction. Traceability runs from JTBD through synthesis.

04

Design Systems & DesignOps

Cohesive systems and operating models across 100+ digital touchpoints.

About

Jay Trainer

Jay Trainer, Design Executive

A design executive who has built and scaled teams of 20+ and partnered with the C-suite. The products I've helped ship are used by millions. Recent focus: agentic clinical experiences and human-in-the-loop review. Helping designers use AI with judgment and safety. Craft still matters.

Read more about me
Trusted across enterprise & advisory
Tebra Kaiser Permanente Life360 Glassdoor IDEO AT&T Sony