Jay Cook
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Product design leadership for the AI era

I bring clarity to complex products—and momentum to teams.

Partner Product Design Director · Microsoft

I connect product strategy, design direction, and hands-on craft to move complex products from ambiguity to shipped experiences—using AI to explore, build, and innovate faster.

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 stories. Different scales. One leadership practice.

01

One product, two technical and experience foundations

Microsoft Purview

Led the evolution of M365 Compliance Center into Microsoft Purview—and used the convergence to establish Microsoft Security’s first Fluent 2 product experience.

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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, and Entra.

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03

One direction, different customer contexts

Outlook for Web

Led Outlook on the web for a decade, including the convergence of Outlook.com and Outlook Web App.

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04

One UX direction, separate product organizations

Windows Mail and Calendar

Led Mail and Calendar through two platform transitions while aligning the work with Outlook on the web.

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How I lead

Clarify. Enable. Stay close to the work.

01 / Frame

Make the real problem visible.

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

02 / Build

Build the conditions for quality.

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

03 / Stay close to the work

Let the work challenge the strategy.

Prototype and critique early enough to change direction.

Building what’s next—and looking for a design leader to help make it real?

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