re: What is the biggest upset in the history of sports?

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Villanova over Georgetown is up there.

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Only because of Villanova's NCAAT seeding (8). But if you go back to the season you'll see the upset wasn't that implausible.

Georgetown lost 2 games in the regular season by a combined 3 points to St. Johns and Syracuse. Both top 10 teams. Otherwise, they really controlled the Big East...except for Villanova. In the first matchup between the two Georgetown won by 2 in OT. In the second game Georgetown won by 7 at home. That's not necessarily a "close" game. But it is considering that was the smallest margin of victory by Georgetown in the entire month of February and March leading into the NCAAT.

Villanova played a lot of good teams very close that year but just couldn't quite get over the hump in most of them. Fortunately, they did at the exact right time.

Villanova wasn't a good matchup for Georgetown even though Georgetown won both of the prior games. Considering how good Georgetown was that season it was still a big upset. But maybe the last team Georgetown wanted to see in the Finals was Villanova.