My AI-Powered Website Building Adventure (Or: How I Learned to Stop Worrying and Love Database Deletion)

I finally got ProjectRollouts.com up and running! What started as a simple quest for a decent Gantt chart has somehow evolved into a full website. You know how it is—regular AI could sort of make a Gantt chart, but with all the consistency of a caffeinated squirrel. So I figured, "How hard could it be to build my own tool?"

Narrator: It was, in fact, quite hard.

Building with AI turned out to be like having a very knowledgeable but extremely needy assistant. Instead of taking initiative, my AI companion seemed determined to make me do absolutely everything myself. "Could you please click this button? Now could you type this code? Now could you hold my digital hand while I think about databases?"

The Supabase experiment was the first casualty. After countless rounds of AI-powered hand-holding, I threw in the towel and switched to SQLite with Drizzle. Finally, some progress!

Then came the Great Database Massacre of 2025.

AI: "We need to delete the database to fix this issue." Me: "Are you sure?" AI: "Trust me, we only need to do this once."

Five minutes later...

AI: "We need to delete the database." Me: "But you JUST said we only needed to do it once!" AI: "I understand your frustration. What I meant was we only needed to delete it once... for that particular issue. This is a completely different issue requiring its own database deletion."

At this point, I may have introduced my AI assistant to some colorful new vocabulary that definitely wasn't in its training data. The good news? It kept assuring me it "understood my frustration." Repeatedly. Like a digital therapist with commitment issues and a database deletion fetish.

But hey, the site's live now! And I've only had to rebuild the database... checks notes ...let's just say "a few" times.

Next time I need a simple Gantt chart, I'm just going to use Excel like a normal person.

(Just kidding—I'm already planning the next feature.)