The catalyst for the Port Fest is Jack wanting to take Ruggie out to lunch in order to thank Ruggie for looking out for his cacti while he was away at a track and field training camp.
After being roped into performing a live concert during the festival despite how three of the four members cannot play musical instruments, Ruggie and Jack butt heads over Jack’s insistence that they should just practice until they can.
Ruggie confronts Jack, saying, “There are some things you just can’t do, even if you bust your butt,” but Jack insists that they just need to apply themselves.
After an exchange of insults (Ruggie: “Never thought l’d hear you talk to me like that” – Jack: “I respect you a ton, but this is different”), Ruggie declares that he refuses to practice for their concert until Jack is able to prove that their problems can be solved through the power of hard work.
Despite this disagreement (Rook: “A most dramatic exit”), Ruggie still joins Jack in cleaning the stage for the show.
Reflecting on advice that Jack received from Leona the two attempt to brainstorm together, deciding to think of it as a show for Leona.
After reflecting on Leona’s likely reactions to Jack’s idea of putting on a subpar show and Ruggie’s idea of calling in the pop music club, they ultimately decide to go in a new direction.
On the day of the festival Jack blames Ruggie for the situation, saying that it is all happening because of Ruggie.
Twisted Wonderland Reference Note 