Day of Design
Insights

How I thinkabout the work.

Writing on brand, design and AI. Plain language, real examples.

  1. 02

    The Five-Minute Brief Test

    If you can’t describe what your company does in five minutes to a stranger without jargon, your brand is leaking revenue. A diagnostic any founder can run today.

    Brand & Design2026.04.114 min
  2. 03

    The 350-Brand Threshold

    Nine years, 350+ brands. What changes about how you see the work once you’re on the far side of a number that big.

    Founder’s Log2026.03.284 min
  3. 04

    The Two Skills Converging: Designer + AI Operator

    Every strong AI product I’ve seen in the last year had a designer inside the loop. Every weak one didn’t. That’s a pattern worth naming.

    AI × Business2026.03.054 min
  4. 05

    Ship AI. Don’t Sell Decks About AI.

    The AI strategy deck industry is booming. The AI shipping industry is not. Something’s off.

    AI × Business2026.02.223 min
  5. 06

    What AI Can’t Do in Brand Strategy

    I use AI every day. I still don’t let it make strategy decisions. Here’s the line that hasn’t moved.

    AI × Business2026.02.104 min
  6. 07

    When Your AI Launch Fails the Design Sniff Test

    The product works. The launch flopped. Before blaming distribution, check the three design signals that scare users off AI products.

    Brand & Design2026.02.043 min
  7. 08

    AI Agents for Small Business: What Actually Works in 2026

    After building agents for a dozen small businesses this year, here’s the honest shortlist of what earns its place — and what doesn’t.

    AI × Business2026.01.285 min
  8. 09

    Design Debt Is Cheap. AI Debt Is Expensive.

    You can out-design your way out of design debt in a quarter. You cannot out-engineer your way out of bad AI decisions that quickly.

    AI × Business2026.01.254 min
  9. 10

    The 10-Second Brand Test Still Applies to AI Products

    A good brand lets someone understand what you do in ten seconds. AI didn’t change that rule — AI just made it harder to pass.

    Brand & Design2026.01.183 min
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