Tech

Eight Years In and Still Figuring It Out

Part 2 of 2: On subscriptions, second-guessing, and leaving well enough alone

Jun 14 • Stephen Pao

Overengineering: A Case Study

How I set up an enterprise-grade stack for a resume site and a blog nobody reads anymore

Jun 13 • Stephen Pao

What Real Data Does to Vibe Coding

Building a private lending tool, and what it taught me about transitioning from a spreadsheet

May 17 • Stephen Pao

Building a Gratitude App I Wanted to Use

Why I ended up making a small, shared journaling tool instead of adopting another platform

May 10 • Stephen Pao

Claude Is Scary Too

When “Safer” AI Starts Asking the Wrong Questions

Apr 26 • Stephen Pao

On Repeating Patterns

A small story about AI, fabric, and writing things down precisely

Apr 22 • Stephen Pao

A Spring Catch-Up

Meals, milestones, and a couple of things that didn’t quite work

Apr 5 • Stephen Pao

Separating Meaning from Voice in Product Marketing

How AI enables a clearer division of responsibilities, and where that division breaks down

Mar 16 • Stephen Pao

Vibe Coding in Practice

What building a real scheduling tool taught me

Mar 8 • Stephen Pao

The Unreliable Assistant

Notes from the bleeding edge of AI deployment

Mar 2 • Stephen Pao

Running OpenClaw AI

Three tradeoffs I did not expect

Feb 22 • Stephen Pao

I Switched My Internet Provider

It Will Not Be Enough

Feb 15 • Stephen Pao

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