I honestly can't imagine Emma winning with ANY of the characters from these series

As a matter of fact I would LOVE to see Emma being humiliated by Max in "2 Broke girls", by Joan Holloway in "Mad Men", by Queen Maeve in "The Boys" and by Shae or Margaery Tyrrell in "Game of Thrones".
And what about Emma Watson in "GLOW" or Emma Watson in "Yellowstone"?