gold medaling

Gold medaling in the (blank) olympics. When someone works their hardest to get the gold medal for something that isn't even a sport

Ex. 1
Girl #1: Geez, have you heard Karen whining all day.
Girl #2: Yeah. Looks like she's Gold Medaling in the Self Pity Olympics today.

Ex. 2
Bob: Gays have it harder than lesbians because of the ick factor, that's all I'm saying.
Jenna: Look, I can see you are trying to Gold Medal in the Oppression Olympics, but seriously, life is hard all around.