Writing

Design Leadership.
In plain language.

Thinking on building design orgs, earning executive alignment, navigating inflection points, and the craft of leading through uncertainty.

Sep 2026
On Building Differently
Same mindset. Different turf.
I've spent most of my career turning technology into products. This summer, I decided to see what would happen if I used those same skills to build something completely different.
4 min read
Jul 2026
On AI + Hiring
The resume era is ending.
AI will reward demonstrated capability, not keyword optimization. The hiring system isn't broken because there isn't talent — it's broken because we've optimized for efficiency instead.
5 min read
Jun 2026
On Doing Impossible Work
The constraint is not a hard stop. It is a design problem.
On Color Math, WebEDI, and the work that almost did not ship — and why holding the position long enough is the whole job.
5 min read
Jun 2026
On Design Leadership
Most design leaders are fixers or builders. The best ones know how to be both.
What hiring your first design leader actually requires — and why the inflection point company deserves the full version.
4 min read
Jun 2026
On Design Org Influence
Access means you are in the room. Influence means the room changes because you are in it.
How to tell which one your design org actually has — and what it takes to close the gap.
4 min read
Jun 2026
On Two and a Half Decades of Design
The domains change. The trust requirement does not.
Ten industries. Two and a half decades. The only thing that has ever determined whether the work was good.
5 min read
Jun 2026
On Design Leadership in the AI Era
Less title. More capability.
On what orgs actually need from design leadership right now — and why most job postings are still asking the wrong questions.
3 min read
Jun 2026
On Data-Heavy Design
Information hierarchy is not a visual preference.
What designing analytics tools for freight brokers taught me about clarity, stakes, and every complex data problem that came after.
4 min read
Jun 2026
On Hiring
The Resume Is Dead. Here's What Replaces It.
I built a system prompt out of my resume. Then I let an AI interview me with it. What came back was the most useful hiring signal I've ever seen.
8 min read
Jun 2026
On Hiring
I could teach him design. I could not teach anyone what he already knew.
On hiring a behavioral therapist to do the most human design work I have ever led.
4 min read
Jun 2026
On Design Systems
Build with. Not for. And build in the same place.
What a failed design system taught me about building with engineering.
4 min read
Jun 2026
On Regulated Industries
Trust Is the Product
On designing in supply chain, healthcare, and fintech — where the cost of getting it wrong isn't a bad review.
4 min read
Jun 2026
On Hiring
Show Me Work That Failed
The one interview question that tells me almost everything about a design candidate.
3 min read
Jun 2026
On Design Leadership
The Empty Seat
The question isn't centralized or embedded. It's whether design leadership has earned enough trust to survive the conversation.
3 min read
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