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March Madness Upsets: Our Favorite First Round Upsets in Past Tournaments, plus potential threats this year.

Writer: Will TondoWill Tondo

March Madness is the best time of the year—chaos, Cinderella stories, and absolute heartbreak for high seeds who get caught sleepwalking. Every year, the tournament reminds us that anything can happen, and history is littered with shocking upsets. Let’s take a quick trip down memory lane.


March Madness Upsets: Notable Tournament Bracket Busters

  • 2024: (14) Oakland over (3) Kentucky

    • Star: Jack Gohlke (10 threes!)The most recent stunner and March Madness Upsets—Oakland’s Jack Gohlke turned into Steph Curry, draining 10 three-pointers to take down the Wildcats.

  • 2023: (16) Fairleigh Dickinson over (1) Purdue

    • Star: Sean Moore. The shortest team in the tourney took down 7’4” Zach Edey and Purdue, making them just the second No. 16 seed ever to win.

  • 2022: Saint Peter’s over (2) Kentucky

    • Star: Doug Edert (mustache magic). The Peacocks shocked the world and danced to the Elite Eight, proving why the MAAC is always dangerous.

  • 2021: (15) Oral Roberts over (2) Ohio State

    • Star: Max Abmas (29 points)Oral Roberts’ one-two punch of Abmas and Kevin Obanor carried them to a Sweet 16 run.

  • 2018: (16) UMBC over (1) Virginia

    • Star: Jairus Lyles (28 points)The first-ever 16-over-1 upset—UMBC didn’t just win, they ran Virginia off the floor by 20 points.

  • 2013: (15) Florida Gulf Coast over (2) Georgetown

    • Star: Sherwood Brown. “Dunk City” was born as FGCU brought high-flying highlights and swagger to the tournament.

  • 2012: (15) Norfolk State over (2) Missouri

    • Star: Kyle O’Quinn (26 & 14). O’Quinn dominated the paint as Norfolk State stunned a Mizzou team that was a legit Final Four threat.


Potential 2025 Bracket Busters

  • (13) Vanderbilt over (4) Saint Mary’s

    • The Gaels play slow, and if Vanderbilt heats up from three, this could be a nightmare for them.

  • (12) Drake over (5) Missouri

    • Always respect the Missouri Valley. Drake’s backcourt is strong enough to take down the Tigers.

  • (11) McNeese over (6) Clemson

    • Clemson is a notorious March letdown, and McNeese has one of the best mid-major squads in the country.

  • (12) Yale over (5) Texas A&M

    • The Ivy League has done it before—Yale plays disciplined ball and shoots well.

  • (14) Lipscomb over (3) Iowa State

    • The Cyclones can struggle offensively, and if Lipscomb gets hot, watch out.

  • (16) Bryant over (1) Michigan State

    • A true longshot, but Bryant plays with swagger and could pull off the impossible.


Potential 2025 March Madness Upsets

It’s called March Madness for a reason—don’t be surprised when one (or more) of these predictions hit. Let the madness begin.

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