Hello, Wisconsin!: Gerry's first words in the series are him pretending Drew Brees is making a touchdown. He even has his own prized NFL football seen in later comics. He also is happy when he gets a football-themed room, the NFL Sunday Ticket, and is signed up for a football team.
In the The McRearys Get Schooled!, Gerry is seen in his dirty football uniform, which he never took off the night after the game. He is late for school and forgets to change, eat breakfast, take a shower, and brush his teeth.
The Big Trade-Off is an important moment in Gerry's football season. This marks the first appearence of his football team, and from this comic on, the football uniforms look more realistic. Gerry is revealed to be a quarterback, and the team's favorite player. He sprains his hand when he is tackled, so Patrick McReary, his older brother, replaces him in the game.
"Gerry: Hey, nothing ends a good camping day like a scary story! Francis: Gerry, if this is a story about the Saints losing to the Eagles, let somebody else go this year. Gerry: No, this time it's a story about them losing to the CARDINALS!"
Locker 239: Gerry says that if he wins the locker, he will hang all of his football posters up in it.
San Salvador's Story: The comic starts with Gerry saying how everyone should play football, but Packie tells him not everyone likes football (although Packie will reveal he likes it in A Day With Drew Brees). He also shows his "dark side" for the first time by saying "Who cares about STUPID football?"
Yearning to be Young: Gerry watches a college football game with his siblings, although it bores them to sleep, even their mom falls asleep. Gerry then falls asleep himself. The next day, he goes to football pratice off-"screen" and comes back all sweaty (a traditional thing in SR). 20 years into the future, he is seen watching a Saints football game (although it is unknown if the team will still be together by 2033) with Francis.
Roommates: In Gerry's only cameo appearence, he is seen sleeping, having a dream of Drew Brees making a touchdown.
The Football Faker: Football is once again the comic's main topic. After lying and saying he is a professional football player, Gerry must pretend to be Packie after his friends (that are girls) wantbto see him in action.
The Ballad of Anti-Cutecumber: Once again, Gerry is only seen once, this time being awake and watching a football game. He complains and says "How do you NOT see him coming?", hinting Drew Brees was tackled.
Meet The Robots!: In the beginning of the comic, Gerry is upset that Kate changed the TV channel from football to iCarly. He says that was the only football game he ever missed, and he feels terrible. Later, Gerry appears in his football uniform again, and he goes to football practice with Angel.