A visual index
Illustrations
The ideas behind my articles and notes, seen a different way.
Explore the artwork.
Follow an idea into the writing.
179 illustrations · Newest first
47% Left
Locked Out of an Unlocked Mac
Good Luck With That, AT&T
What Would You Trust a Streaming Agent to Do?
Saturday Morning, 16% Left
The Tables Are Turning
Following a Metric Into the Product
Apparently, I Have an AI Fleet Now
A Successful Launch Can Still Be a Product Failure
Where are the tasks on my Mac?
Learning to Manage Bob
Being Polite Almost Cost Me a Feature
Checking in on Bob
Reliability Matters as Much as Capability
Discovery Does Not End at Handoff
Does Bob know I can’t see the screen?
What the Next Agent Needs to Know
Giving Bob a Product to Own
Is Bob screening my calls?
Teaching a Toucan to Fly, One Weekly Token Allowance at a Time
Why Was This Harder in DOTS?
What Makes a Great Product Team
I went for coffee. My AI agent went off script.
LinkedIn, I Already Play Queens
Two compactions in ten minutes
369 GB of memory
Catching Up With the Night Shift
When Should I Ask My Dot?
How Much Should One Person Be Trusted to Direct?
OpenAI, Have Mercy
What does a builder team look like?
The 12-Foot UI
Chrome Keeps Picking a Fight with ChatGPT
A Week's Worth by Tuesday
Keep the Complaint Box Open
Service Denied.
What Would It Take to Build Together?
Scope Creep Welcome
Show Me Why This One Fits
Put the Strongest Model Where Errors Spread
The Stakeholder Is Not the Customer
Ask the Agent for a Receipt
The Feature You Kill Defines the Strategy
The Fallback Is Part of the Feature
Don't Make Me Repeat the Constraint
Roadmaps Should Have Expiration Dates
An Empty Result Can Be the Right Result
Good Judgment Starts Before the Dashboard
A Deferral Needs a Door Back
What Is This Estimate For?
The Decision Is the Deliverable
Keep the Losing Version
The Student Still Owns the Thinking
What College Is For When Every Student Has an AI Tutor
An Archive Is a Retrieval Product
What Did the Demo Prove?
How I Build Presentations with Codex and Other Frontier Tools
Where the Smartest Model Belongs
Skip the Lecture and Play Darts
My Laptop Has Been Demoted
Learning to Aim: How Neural Networks Learn
When Source Code Outruns Human Review
Please Approve the Staffing Plan
I Gave Codex a Resource Budget. It Treated It as Context.
When Codex Starts Before I Say Go
When the Idea Answers Back
The A/B Test That Lies
This Time, It Was an iPhone: Autonomy Is Not Authority
Computer, Make It So
Your Team Needs Fewer Dashboards and More Dials
When One Second Was Too Long
Your AI Coworker Should Know Which Doors It Can Open
Ready to Ship. Until the Code Review.
AI Agents Need Breakpoints
What Should an AI Be Allowed to Know?
Just One More Thing
When the Frontier Gets Crowded
The Art of Making Algorithms Understandable
One Task, Multiple Agents, One Continuous Loop
Apparently, the AI Revolution Does Not Take Weekends Off
At Least My AI Is Honest
The Next Generation Won’t Have to Unlearn Software
I Knew What AI Could Do. I Forgot to Think That Way.
I Asked to Borrow Their Phones. The Pause Said Everything.
Apparently, Bob Is in Charge
Autonomous but Not Alone
The Best AI Will Not Ask You to Choose a Model
Happy Model-Testing Weekend to All Who Celebrate
Don’t Inherit the Tool. Inherit the System.
The Discovery Brain: Where LLMs Can Strengthen Streaming Recommendations
Stop Optimizing for Almost
The Camera Is Becoming Software
Fit for Purpose: Choosing the Right Quality Bar
Modernizing Discovery and Promotion in Personalized Products
Why Strong PMs Are Becoming Builders
The Builder Team: How AI Changes the Shape of Product Development
The Builder Team: Infographics
Useful Mistake, Still a Mistake
A Demo Is Not Evidence
Better Loops Have Stopping Rules
The Modern Wildlife Photography Mindset: Protect the Shutter Speed, Trust the ISO
The Evaluation Layer Is Becoming the Product
The Work Is Not Done Until It Is Reviewable
A Performance Budget Is an Editorial Decision
The Product Manager’s New Operating System
Designing Loops, Not Just Prompts
The Strange Missing Link Between Codex and ChatGPT
Building a Photographer’s Guide with LLMs
The AI Adoption Gap Is Becoming a Planning Problem
When Closing the Laptop Stops the Agent
When Codex Runs Out of Baby Names
Before You Hit Connect, Add Context
Codex Shouldn’t Have to Steal Focus to Get Work Done
From Chat History to Execution History
AI Won’t Fix Bad Logic
We Risk Building the Wrong Things Faster
AI Homework
Human Intent Is the Next Operating System
The Next-Week AI Playbook
You Are Not Behind
Why Conversation Will Become Part of Streaming Search
When AI Agents Start Granting Themselves Permission
When AI Produces the Artifact, Measure the Work Beneath It
The Frontier Recommendations PM
Do More With the Same, Not the Same With Less
Working Better with LLMs: 10 Habits for Teams That Build
The 20/70/10 Rule for Working With AI
From Source Code to User Intent: The Next Software Audit Trail
Why I Built Codex Log Viewer: Treating User Intent as a First-Class Audit Trail
Codex, Product Taste, and the Problem of Too Much UI
Confession from the AI-assisted builder trenches
Don’t Build Your Operating System on a Quota
Using AI to Make Promotion Review Preparation More Consistent
When Intelligence Becomes Abundant
When Discovery Moves From Search to Agents
What Is AI? How Does It Impact Us?
AI Expands Our Range. Expertise Gives Us Depth.
How Much More Can We Do With the Same?
The Missing Layer in AI Adoption
The Compensation Statement
Documented Proof That I Sleep
Move Fast, But Don’t Break the Magic
Lightbulb Moment
Proud, Sad, Or Something Else
How AI Is Moving Team Collaboration Into Working Software
Project Level Analytics Summary
I Have Quietly Converted
An Apology Letter From Bob
Frontier AI Apps Need Human Language
Giving Claude A Real Chance
Taste, Trust, and Truth: How to Evaluate AI-Powered Discovery
A Week Of AI Product Events
Accepted Student Days
Five Advantages That Matter More as AI Expands
A Tip I Picked Up Somewhere
Working With Multiple Agents
Tell Your AI Coder To Take A Breather
Claude Max Token Limits
Codex Design Sense Still Feels Behind
How I Would Train a New PM for an AI-Native Discovery Team
Is It Coding?
The Early Adopter Tax
Claude Code And Worktree Safety
I got a lazy AI developer
Codex Has Our Relationship Backwards
From PRD To Prototype
