Well I'm fairly young in the sports scene, so most of those are just in recent memory:
As a Bears fan:
2010: Having a real chance to make the Super Bowl (since in recent years it only happens like once every 5 years or something like that), only to be destroyed by injuries against the Packers
2013: Choking away the NFC North in the last two weeks, and to lose in dramatic fashion to the Packers
2018: The Double Doink. Need I say more? (Parkey was very inconsistent throughout the season, but missing it here was even more heartbreaking. A near-Super Bowl caliber team losing in the worst way possible)
And of course, after each of these seasons they were mediocre to add salt into the wound.
As a Cubs fan:
2018: Losing two one-and-done games did them in, as the Monkey's Paw is kicking in at this point becoming, you guessed it, mediocre and missing the playoffs (they did win a World Series, so that's enough success for them I guess?)
And since I'm getting back into watching NASCAR, here's two more heartbreakers:
2009 Spring Talladega: This was the year after I started watching it as a kid, and found that my favorite driver was Carl Edwards because he did a backflip everytime he won. Anyway, Keselowski turning him and flying into the catchfence was my first true sports heartbreak. The words "Brad Keselowski won this race" still haunt me to this day
2016 Homestead: 10 more laps and Edwards could've been a champion. That restart was awful, and adding to that he retired while in his prime after the race.
Edit: Added NASCAR stuff since I forgot about that
Last edited by DireBear (6/11/2020 4:32 pm)
MyTeamIsDr.Pepper wrote:
