Navigating The Shift

Aaron Sagray

I’ve helped some of the world’s most recognized companies turn complex challenges into products that drive real revenue, working across consumer, enterprise, and everything in between. Today that means leading the shift to AI-native design: building the teams, tools, and practices for a discipline that’s changing faster than any of us expected.

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Nov 10, 2026

A Design Stack That Produces Repeatable Results

Inconsistent AI output is a harness problem, and for a design org the most important part of the harness is the design system. This article explores how to ship a design system that agents can actually use.

Design Ops Craft
Oct 7, 2026

If Every AI Feature has a Text Box, How Do You Get It Right? (part 2)

Once chat is ruled in, the craft is composition, editing, and repair loops, not the chat box. How to build AI conversation surfaces that actually hold together.

Designing for AI
Aug 23, 2026

Every AI Feature Doesn’t Need a Text Box (part 1)

Chat is often the lazy default. Instead, use a pattern selection model that maps task type to the right interaction affordance for AI product design.

Designing for AI
Aug 1, 2026

Bringing People Along: Up-skilling, Skeptics, and the Fear Nobody Names

AI up-skilling stalls on identity threat, not capability gaps: A tiered approach that meets people where they are, and an empathetic guide to that difficult performance improvement conversation.

Leadership Process
Jul 17, 2026

Teammate or Tool Call? A Decision Rule for Personifying Agents

Personification is a design decision with real implications. A four-question decision tree that routes every agent surface to its lowest sufficient posture.

Designing for AI
Jul 10, 2026

Leveling and Hiring Calibration When Everyone Has a Copilot

AI narrows the gap between your strongest and weakest performers. Your leveling heuristics and interview bar need to recalibrate around critical thinking and judgment, lest you encounter lava.

Leadership

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