After learning about a Being Green contest, Ian is determined to win and make his dreams of fame and fortune come true. The only problem is that he still needs to come up with an award-worthy idea. Meanwhile, his mother Vicky plans to win the contest by neutralizing Kelley's family carbon footprint so she can meet David Suzuki, her eco-idol. To win the contest Ian will have to out-green kids across the country and even his own mother!

A sleep-deprived Ian begins to imagine himself as famous historical characters. Ian has to write a paper on what he considers the most important moment in history. But while working on a movie set, Ian unknowingly consumes copious amounts of caffeine, making him a wide-eyed mess. During his battle with insomnia, Ian begins to stress over writing his history paper and he begins to hallucinate that he actually IS the historical figures he is thinking about. When he finally snaps out of his insomnia, he finds he is too exhausted to write his assignment in time to make the deadline.

Ian directs TV commercials that make Tyrone a huge celebrity. When the local skatepark is threatened to be demolished, Ian decides he, Sandi, and Tyrone can quickly make money and save it. The three of them start a company that produces TV commercials. The ads are a huge success, making actor Tyrone a huge star. But Tyrone's success causes a giant rift in his friendship with Ian. And when Ken calls skateboarders a menace to society, Kyle and Korey bet they can turn him into a hardcore skate punk.

Ian convinces Sandi to star in an internet video confessional on his website. Ian posts Sandi's personal video confessionals on his website. But through a technical mix-up, the video is of his dog Chopin with Sandi's voice over it. And while Sandi is embarrassed and angry at Ian, the webisodes become extremely popular. Ian has to decide what is more important – his friendship with Sandi, or a hit website. And because of a mix-up at Kelley's Spa, old people are convinced the sauna is a Fountain of Youth.

Ian will do whatever it takes to win an award during the school's Kooky Sports Day competition. Celine Dion High is once again holding its annual Kooky Sports Day, where all the students compete in wacky events. While Korey, Kyle – and even Ken in his younger days – were Kooky Sports Day champs, Ian has never once won an award. But this year, Ian has a plan to change all that. Meanwhile, Vicky will do whatever it takes to make sure she wins the Store of the Year award and put the cocky Mr. Fleeman in his place.

Ian decides to hold his own amateur filmmaker awards called 'The Ians.' Even though he is an award-winning director, Ian feels he is being treated like dirt – he has a list of chores to do, and his brothers are constantly pulling pranks on him. When the head of the "GOLD MOVIE AWARDS" visits the set Ian's working on, everybody pulls out the stops for the movie bigwig. Seeing this, Ian decides to hold his own movie awards and finally get the respect he deserves. But Ian bites off more than he can chew, and almost ends up losing all his friends.

Ian gets more than he bargained for when he gets a Reality TV babysitter to watch over the Kelley boys. Ian needs to get his parents out of the house so he can complete his rather elaborate (and house-destroying) science project. His parents finally leave when Ian gets Reality TV's "Fanny the Supersitter" to oversee the Kelley boys. Unfortunately, his grand scheme backfires, and completing his science project becomes the least of his problems. While Ian is battling his new sitter, Ken and Vicky become walking zombies when they decide to keep the Spa and Keyboard Store open 24 hours a day.

Ian is banned from the School Fair when he is blamed for a prank he did not commit. Ian loves the rides at the Annual School Fair. Too bad the rides do not love him – he's always getting motion sickness. So this year, Ian decides to lick his problem and cure his queasy stomach so he can go on all the rides he wants. But when the School Fair is sabotaged, all the clues point directly to Ian. Even though he swears he is innocent, Ian is banned from attending the fair. Ian must find out who's framing him so he can clear his name and go to the Fair.