Use This Mathematical Strategy to Fill Out Your 2023 March Madness Bracket

It has helped me (and my friends) win money in bracket pools four years running.

David Glidden
5 min readMar 13, 2023
Photo by Terren Hurst on Unsplash

I’ve moved to Substack! My 2024 bracket is live there —subscribe to be alerted when there are updates and when future years brackets drops!

In 2018 I shared the in-depth method I used to fill out my NCAA basketball tournament bracket using optimal mathematical strategy to win or at least place highly in a March Madness pool. The results:

  • 2018: I correctly picked Villanova as the tournament winner and ranked in the 94th percentile among the 17.3 million brackets in ESPN’s Tournament Challenge pool, roughly equivalent to 2nd place in a typical 20-person friends and family bracket pool.
  • 2019: The same method correctly picked Virginia to win the tournament, placing in the 97th percentile among 17.2 million ESPN brackets, roughly equivalent to 1st place in a 20-person friends and family bracket pool.
  • 2020: The tournament was canceled 😭 (I simulated it anyways).
  • 2021: Although I didn’t pick the winner that year, my 2021 bracket still fared quite well, placing in the 87th percentile of all EPSN brackets, roughly equivalent to 3rd place in a 20-person friends and…

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David Glidden

In the District of Columbia with @egbarnett. Ops at @TheoremOne.