During the series, there is a fierce rivalry between Squidward and Squilliam, as they both share interests in music and art. Their rivalry dates back to when they were in high school, where it seemed that Squilliam was even better than Squidward back then. Most of the times at the end of episodes, the results are either Squidward or Squilliam winning.
Conflicts in episodes
Squidward receives a call from Squilliam over the phone who is bragging about his rich and successful life. He then says that he is going to be performing at the Bubble Bowl, knowing Squidward is not. However, Squidward lies saying he will perform there and goes through three days trying to get everyone else to perform right.
Squilliam is seen again near the end of the episode where he is eager to see Squidward fail. Squidward trying to lie his way out again by saying his band "died" but they soon appear. However, Squilliam faints in shock after hearing Squidward's band perform greatly and Squidward jumps up in excitement, finally earning a win over his rival.
Squilliam appears at the Krusty Krab, where he once again runs into his rival. Squilliam once again brags to Squidward on his success and asks what Squidward has done since high school. Squidward says he works in a restaurant but Squilliam quickly knows that Squidward works as a cashier and laughs at him. Squidward lies once again saying he owns a five star restaurant which shocks Squilliam for a second. Squilliam then agrees to eat at the five star restaurant and treats all of his fans much to Squidward's horror.
Squidward then desperately tries to get the restaurant together but it is thanks to SpongeBob who helps out. Squilliam is impressed by Squidward's profession but more so by SpongeBob and asks for his name. However, SpongeBob starts to freak out and the five-star restaurant is soon wrecked, so Squidward finally reveals himself as a cashier.
Squilliam then says he is also a cashier but lies about it to get at Squidward then leaves. This is Squilliam's first shown victory over Squidward.
Squidward is at home watching his favorite show, House Fancy. However, he soon receives a call from Squilliam who is actually on the show with Nicholas Whithers. A jealous Squidward is forced to watch as his rival is being praised over his nice house and just as Whithers is going to say that Squilliam has the fanciest house, Squidward calls over the phone, saying his house is more fancier than Squilliam's.
Whithers then decides to check Squidward's house for himself and Squidward goes to great lengths to get his house into shape.
Squidward's house is destroyed, yet Whithers adores the house. Nicholas Whithers then crowns Squidward as House Fancy Prince much to Squilliam's displeasure. Squilliam then falls onto the ground and cries earning another win for Squidward.
Squidward and Squilliam do not show much interaction with one another in this episode. However, Squidward, upset that Squilliam gets to teach his own class, impersonates Squilliam so that he can teach the class. Unfortunately for him, Squidward gets arrested for "impersonating a genius" and Squilliam can be seen smiling. This is considered a win for Squilliam.
At the end of the episode, Squidward enters the auditions and passes, only to end up in Squilliam's play. He is devastated after learning that he is being taught by none other than Squilliam Fancyson. Squilliam tries to teach Squidward the dance that SpongeBob did earlier on in the episode (even doing the "Who put you on the planet? Ugh!" in the same manner as SpongeBob), but Squidward keeps doing it wrong.
SpongeBob and Patrick both watch Squidward and Squilliam feud as the episode ends. This is also considered a win for Squilliam and a loss for Squidward.
Squidward is forced to do community service for "littering." Squilliam then finds Squidward and jokes on him saying he is doing community service. Squilliam then shows Squidward his giant statue for cleaning up Bikini Bottom, which upsets Squidward. Squilliam finally receives his first ticket after his statue is destroyed, pleasing Squidward. However, Squidward ends up with a ticket which actually results in this feud being a tie.
- Out of all of the times that Squidward won or lost to Squilliam, SpongeBob was greatly responsible for it.