How soon we forget Don Zimmer.
What do I win? 
Managers should be off limits. A lot are only ugly because they got fat and old. You should have to post a picture of them in their youth if you want to win.
Harang wins so far.
Fair enough, but the OP mentioned Showalter first and he is a Manager and didn’t specify players.
I don’t think Zimmer was a prize as a player either.
I can see how every player and manager mentioned in this thread as being considered ugly except for Buck Showalter. Does anyone else besides OP consider him to be ugly? Cuz I don’t see it.
I don’t get it either. The funny thing is now that I’m looking closely, I think he looks a bit like Philip Seymour Hoffman, who played Art Howe in the Moneyball movie.
Shoeless Joe didn’t really look like Ray Liotta. Or DB Sweeney. He’s not as bad as some of the guys upthread, but he’s been portrayed in the movies several times, and he always gets, umm, “prettied up.”
And Woodward and Bernstein didn’t look nearly as good IRL as Redford and Hoffman did in All The President’s Men.
Don Mossi was the subject of one of my favorite paragraphs by Bill James, when he named Mossi the ugliest player of all time.
[QUOTE=Bill James]
Don Mossi was the complete five-tool ugly player. He could run ugly, hit ugly, throw ugly, field ugly and ugly for power. He was ugly to all fields. He could ugly behind the runner as well as anybody, and you talk about pressure … man, you never saw a player who was uglier in the clutch.
[/QUOTE]
Win!
Actually, the Black Sox as a group were almost all remarkably ugly. Buck Weaver made Shoeless Joe look like Clark Gable.
Yats Wuestling should have gone into horror movies instead.
Dude looks like Chris Chelios.
On the MLB All-Ugly Team, he might come off the bench to pinch ugly.