Fab Five losing to NC.

I'm still struggling with that one
Orlando Magic getting swept by the Rockets
Mr. Sasuke losing on what was supposed to be his retirement from Ninja
Warrior-It's barely a sport SPORT I know, but dude breaking down and crying was the most genuine display of emotions I have ever seen
T-Mac never getting out of the first round- It became a Coli/SOHH joke but that always bothered me and I quietly rooted for McGrady to atleast get over that hill even if a championship was out of reach
Tyson losing to Buster Douglas-Buster Douglas got a GOAT Genesis game just based off beating Tyson, also the rape case afterwards didn't help.
01 Kings and 00 trailblazers not beating the Lakers
The canceling of the XFL and Slam Ball
Bill Walton (and to a lesser degree Snapper Jones) not doing color commentary for NBA games anymore