Penn is history's best no. 16 seed. Can it pull off the NCAA Tournament's greatest upset?

Jackson Donahue #5 of the Pennsylvania Quakers yells on the bench during the first half of the Men's Ivy League Championship Tournament at The Palestra on March 11, 2018. (Corey Perrine/Getty Images)

This story originally appeared on FiveThirtyEight and is reprinted with permission.

There are only a few things left in sports that have never happened: five homers in a game, a sub-two-hour marathon, a quintuple double. Probably the most famous, though, is the knocking off of a No. 1 seed by a No. 16 seed in the men's NCAA Tournament. (A 16 vs. 1 upset has happened once on the women's side, when Harvard beat Stanford in 1998.) It's actually kind of weird that it hasn't happened yet; although No. 16 seeds are usually pretty bad, you'd think at least one would have broken through over the course of 33 years and 132 tries. The 133rd No. 16 to take a crack at it will be the Ivy Leaguers from the University of Pennsylvania, which faces Kansas on Thursday - and Penn's chances of beating a No. 1 are among the best a No. 16 seed has ever had.

For starters, Penn is a lot better than the usual No. 16 seed. According to our Elo ratings - which measure a team's strength based on (among other factors) who it's beaten and by how much - the Quakers rank 76th in the country, with an even 1700 rating. How good is that? By definition, the typical D-I team rates around 1500, and since they first became a thing in 1985 (excluding this season), No. 16 seeds have had an average Elo rating of 1483. Before Penn this year, the highest-rated No. 16 seed of all time was Portland State, which carried a 1698 rating heading into the 2008 tournament. (It ended up losing, to Kansas of all teams, by 24.) Penn is officially the first No. 16 seed ever to break the 1700 barrier in Elo:



It's also worth noting that Ivy League schools are usually not relegated to being first-round cannon fodder. According to the NCAA, the Ivy's 43 all-time NCAA Tournament wins makes it the most successful conference outside of the six major conferences and the top mid-majors. Ivy teams have won three of their last five games in the round of 64 (and that doesn't even include Cornell's Sweet 16 bid in 2010). And the two first-round losses were by a combined 4 points. Some of that is a function of seeding, but that's also the point. The last time an Ivy League team was seeded as low as 16th was 1989, when (coincidentally enough) Pete Carril's Princeton squad came the closest to knocking off a No. 1 seed of any 16-seed ever, losing by only 1 point to Georgetown:


Of course, even if Penn is the best No. 16 seed ever, the Quakers aren't playing another No. 16 seed on Thursday; they're playing Kansas, which just earned its 14th No. 1 seed in program history. KU has wiped the floor with No. 16 seeds by an average margin of 25 points per game, with only one (Western Kentucky in 2013) keeping the final score within single digits.

One piece of good news for Penn, however, is that this year's Jayhawks aren't quite as strong as they've tended to be in their other top-seeded seasons. With an Elo of 1985, Kansas is well below the historical average (2071) for No. 1 seeds in the 64-team-bracket era. Only nine other No. 1 seeds have had a lower pre-tournament Elo in that span than KU has this season.

So Penn-Kansas might be the perfect storm we obsessive 16-over-1 hopefuls have been waiting for: a combination of the best No. 16 seed in history and one of the weaker No. 1 seeds. According to Elo, the 285-point gap between the Quakers and Jayhawks is the smallest for any 1-vs-16 game in tournament history.


There is one big catch, however. The game will be played in Wichita, Kansas, just two-and-a-half hours down the road from the Jayhawks' campus in Lawrence. Because our full-blown tournament model - which contains many accuracy-boosting bells and whistles that pure Elo differential ignores - takes travel distance into account, it gives Penn only a 5 percent shot at the historic victory. That's still really high by 16-seed standards - the best chance since the current iteration of our model rolled out in 2013 - but comparing that to the typical No. 16's win probability is like saying the Cleveland Browns had a better winning percentage in 2016 than in 2017. Sure, it's true, but neither number is especially good.

In other words, the Quakers probably won't win. Unlike practically every other 16-vs-1 matchup, though, this one should give you a millisecond of doubt when filling out your bracket. We always say that, eventually, a No. 16 seed will beat a No. 1 seed. For Penn, there might be no time like the present.

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