Jay Cook
Product design leadership for the AI era

I bring clarity to complex products and momentum to teams.

I connect product strategy, design direction, and hands-on craft to turn unclear problems into shipped products. I use AI to explore more options and build working software sooner.

Operating range
25+ yearsProduct design and leadership
Product + platformNew products, convergence, and shared systems
Strategy→shippingDirection made real in working code
Selected leadership stories

Four leadership stories across products, platforms, and design systems.

01

One product, two technical and experience foundations

Microsoft Purview

I led Purview UX for six years as it grew from an emerging compliance portfolio into an industry-leading data security business at enterprise scale. This case study focuses on the convergence that established Microsoft Purview and its Fluent 2 foundation.

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02

One security business, multiple product and platform foundations

Security Fluent Extension

Built the 12-person team behind a shared design system for Defender, Purview, Intune, Entra, and Security Copilot.

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03

Two platform transitions within a broader Outlook portfolio

Windows Mail and Calendar

Led Mail and Calendar through two platform transitions and aligned its experience with Outlook for Web.

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04

One direction, different customer contexts

Outlook for Web

I shaped Outlook for Web for a decade and led its UX team for nearly six years across consumer and commercial experiences. This case study focuses on converging Outlook.com and Outlook Web App (OWA) on one shared foundation.

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How I lead

I clarify the problem, strengthen the team, and stay involved in the work.

01 / Frame

Define the problem with evidence.

Bring customer evidence, business intent, and constraints into the same conversation.

02 / Build

Make quality repeatable.

Align people, systems, and decisions so quality can repeat.

03 / Stay close to the work

Test strategy through prototypes and shipped work.

Prototype and critique early enough to change direction.

I help teams set direction and ship what comes next.