Iowa Busted ChatGPT’s Boring Bracket Prediction for March Madness

The boring bracket ChatGPT produced for VegasInsider was looking depressingly strong — until it wasn’t. 

Sunday night brought a couple of the 2026 NCAA Tournament’s biggest surprises, including Iowa’s stunning upset of defending national champion Florida. 

Here’s what the bot got right and wrong with its picks in the first two rounds. 

ChatGPT expected very few upsets 

As we noted prior to the start of the tournament, VegasInsider used ChatGPT to create a bracket based...