College Basketball

March Sadness: Ranking Your Worst Betting Impulses in Glorious Tournament Fashion

We took the dumbest things degenerate bettors do, seeded them like a 68-team field, and ran the whole thing through a single-elimination bracket. The results are painfully, hilariously accurate. Spoiler: live-betting made a deep run.

Aug 27, 2026

Your Bracket Is Already Dead: A Field Guide to Surviving March Madness Without Losing Your Mortgage

Every March, millions of Americans transform into confident college basketball experts despite not having watched a single Big Ten game since 2019. The result is a glorious, catastrophic wealth transfer from your wallet to the sportsbook. We've ranked the teams, the upsets, and the specific moments most likely to financially ruin you.

Aug 26, 2026