Emo-haters are a definite example of a no-win situation. They hate when the artist is sad, and they hate when the artist is happy. Get over on hating on an artist who decides to sing about life's imperfections; if they sang about how happy they were, you'd hate that, too.
A phrase said by Roman, a character that is the embodiment of creativity in the YouTube series Sanders Sides, it is used to express woe and sadness. It was first used in the sanders sides video “12 DAYS OF CHRISTMAS” and is typically a joke among fans of the series
Person one: my grandmother just ate all my crofters jam™️
Person two: well you know what they say, there’s no winning on Christmas