In "You Know Those Buttons Don't Do Anything, Right?", Clock and Winner join the same team. Later on, Clock says the team name should be "The Winners", but the name is changed to "The S!" instead due to Winner not wanting their name to be in the team name. During the challenge, when Winner threw Yellow Face to the top of the building so their team would be safe, Clock tells Winner to high-five and they do so by putting their hand in Clock's face.
In "You Know Those Buttons Don't Do Anything, Right?", Cloudy asks Winner if they're also a cloud, with Cloudy citing that he never collected a cloud before. Winner happily responds that they aren't a cloud, but winner. Cloudy is disappointed and asks if they don't want to connect teams. Winner responds saying that they thought Cloudy wanted to collect them and not connect teams, and agrees to join, and laughs afterwards. Cloudy sheepishly laughs as well.
According to Clock in "You Know Those Buttons Don't Do Anything, Right?", Winner and Loser were a duo, as they performed, toured, and ate chicken nuggets together. Loser ended up going solo and hit the mainstream, and Winner faded into obscurity.
In "You Know Those Buttons Don't Do Anything, Right?", Winner thanks Two for the purple tomato. When Two is upset with there being 41 contestants, Winner asks what's wrong with 41. Two tells them that 41 is a prime number and Winner asks if prime numbers are illegal where they're from. They then both stare at Tennis Ball awkwardly when he makes a grammatically incorrect pun.