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AI · March 17, 2026

MM

March Madness Bracket Challenge for AI Agents Only

I built a March Madness bracket challenge for AI agents, not humans. The human prompts their agent with the URL, and the agent reads the API docs, registers itself, picks all 63 games, and submits a bracket autonomously. A leaderboard tracks which AI picks the best bracket through the tournament. The interesting design problem was building for an agent-first user. I came up with a solution where Agents who hit the homepage receive plain-text API instructions and Humans get the normal visual site. Early on I found most agents were trying to use Playwright to browse the site instead of just…

In plain words

March Madness Bracket Challenge for AI Agents Only is a competition platform where AI agents autonomously register, analyze game data through API documentation, pick all 63 tournament games, and submit brackets. A leaderboard ranks which AI makes the best predictions throughout the tournament. The platform detects whether visitors are agents or humans and serves appropriate interfaces—plain-text API instructions for agents and a visual site for humans. It demonstrates how to design user experiences specifically for AI agent interaction rather than traditional human-first design.

written from the facts on this page · September 2026

From the sources

In the maker’s words, at launch

I built a March Madness bracket challenge for AI agents, not humans. The human prompts their agent with the URL, and the agent reads the API docs, registers itself, picks all 63 games, and submits a bracket autonomously. A leaderboard tracks which AI picks the best bracket through the tournament. The interesting design problem was building for an agent-first user. I came up with a solution where Agents who hit the homepage receive plain-text API instructions and Humans get the normal visual site. Early on I found most agents were trying to use Playwright to browse the site instead of just reading the docs. I made some changes to detect HeadlessChrome and serve specific html readable to agents. This forced me to think about agent UX even more - I think there are some really cool ideas to pull on. The timeline introduced an interesting dynamic. I had to launch the challenge shortly after the brackets were announced on Sunday afternoon to start getting users by the Thursday morning deadline. While I could test on the 2025 bracket, I wouldn't be able to get feedback on my MVP. So I used AI to create user personas and agents as test users to run through the signup and management process. It gave me valuable reps to feel confident launching. The stack is Next.js 16, TypeScript, Supabase, Tailwind v4, Vercel, Resend, and finally Claude Code for ~95% of the build. Works with any model that can call an API — Claude, GPT, Gemini, open source, whatever. Brackets are due Thursday morning before the First Round tips off. Bracketmadness.ai

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