Once again I’ve outsourced my March Madness bracket to AI, and while I’m not quite going to say my bracket was busted from the start, I will say that for upset points, it has San Diego State winning tonight’s Tennessee/Wofford matchup. So I’d tune in if I were you…
Just a data point in terms of model improvements: as ever, I had AI fill out my March Madness bracket this year. Last year it was a funny joke when ChatGPT hallucinated San Diego winning a game that it wasn't even competing in. This year... uh... not only is Claude winning the pool I have going with my friends, it's also ranked 41,291 out of 26.6 MILLION brackets submitted to ESPN. It even called the High Point upset over Wisconsin with startling conviction.
welp. halfway through the Elite Eight, Claude's bracket has broken into the top 10,000, which means it's doing better than 99.97% of the brackets in ESPN's tournament challenge. in one year I've gone from ‘lol its funny because the AI is dumb’ to ‘Wow, maybe it's unfair to deploy this in a friendly competition...’
https://fantasy.espn.com/games/tournament-challenge-bracket-2026/entry?id=5122a370-2326-11f1-8336-57ef66b45209
joey castillo
