Jon later escapes from Mr. Pickles' lair in season two by digging out of there, but was quickly arrested by the Sheriff when he was caught trying to steal a car. Jon's daughter, Lisa Gabagoolie, frees him from jail by seducing the Sheriff and stealing his keys. Under the false belief that the Sheriff had sex with her (thanks to Mr. Bojenkins taunting him in jail), Jon attempts to kill him until Mr. Bojenkins and the sheriff's mother come to the rescue. Jon and his daughter escape town in a car where they're confronted by what appears to be Mr. Pickles. Jon runs him over out of revenge, but discovers that it was actually a cardboard cut-out before the real Mr. Pickles rips his face off and shoots him in the mouth.