On Day 1, PostAll was a script that called the OpenAI API and dumped the output into a text file. On Day 100, it's a platform with a formatting engine, a three-part quality gate, and CMS integrations for WordPress, Ghost, and Webflow.

I didn't plan most of that. I backed into almost all of it, one broken assumption at a time.

This is the retrospective I've been putting off writing, because it means admitting how much of the last 100 days was me being confidently wrong about something and finding out the expensive way.

The bet I made on Day 1

My original thesis was simple: businesses need content, AI can generate content, so the hard part must be the generation itself. Get the prompts right, and the rest is plumbing.