Series

DumbQuestion.ai Origin Stories

A behind-the-scenes series on building DumbQuestion.ai: the domain impulse buy, persona design, cheap LLM trade-offs, BMAD workflows, security-as-storytelling, and the hidden narrative behind the product.

Impulse Domain Purchase Turned Fun Side Project
While on a typical Friday afternoon team meeting, we naturally spent our time .ai domain squatting...for recreation purposes of course. Someone asked a dumb question, so I looked it up and suddenly I
Mar 31, 20263 min read8
"Just Build It" Becomes Overly Organized and Prepared
"Let the flow guide me" seemed like a fun way to build a side project. That lasted about 10 minutes. Turns out, even side projects benefit from structure. Especially when you're using AI coding agents
Mar 31, 20265 min read8
Self-Awareness, Prompt Injection, Search Intent... and darkness
Building DumbQuestion.ai wasn't just about choosing the right LLM and calibrating personas. Once those were working, I hit a series of fun technical problems that reminded me why I actually enjoy soft
Mar 31, 20265 min read3
Vector Similarity, Zero Client JS: Decoupled Analytics on a Side Project Budget
A leaderboard for DumbQuestion.ai sounds simple. Track the most asked questions, display them. Done. Except people never ask the same question the same way twice. I was curious about how creative user
Mar 31, 20266 min read27

Command Palette