In the season one finale, Kenny says goodbye to his life as a schoolteacher--and bids farewell to Dustin and his family--after he's tendered a big league job offer in Tampa.

Thanks largely to Terrence's words, Kenny decides to give up on his dream of returning to professional baseball. Meanwhile, arrogant car dealer Ashley comes back into the picture, along with the player who ended Kenny's career, Reg Mackworthy, whose own career has been sidelined thanks to gambling charges.

Kenny attends a BBQ at April and Terrence's house where his romantic feelings for April intensify. Later, Stevie puts together a DVD of Kenny's greatest moments in the hopes that the major leagues will notice.

After Kenny sets Stevie up to take the rap for his own alcohol fueled car crash, Kenny hires Stevie as his assistant. Thinking it's worth a lot of money, Kenny has his sister-in-law Cassie list memorabilia from his baseball career on eBay, and he begins training and using steroids again.

Kenny Powers tries to cash in by becoming the spokesman for a luxury car dealership. After an embarrassing scene at the dealership, Powers acquires a sidekick in the form of music teacher Stevie Janowski. Powers appears at a school dance and declares his love for April while high on ecstasy.

Burned out and broke, former major league pitcher Kenny Powers returns home to North Carolina to teach PE at the local middle school he once attended. Wreaking havoc at school, around town and at the home of his brother Dustin, Kenny settles into his role as the town's loose cannon agitator, setting his sights on winning back his high school flame April, now a teacher engaged to the school principal, Terrence Cutler.