Jack reminisces with Betty about his best job ever: It was back in his college years, and he and his friends went tree planting in an area that was frequented by a dangerous grizzly bear.
He toils amongst such attractions as the “Holy Roller Coaster,” “Ten Plagues Fun House,” and the “Christ Capades.” Jack works as a stockbroker in the world of high finance and helps his wheeler-dealer boss on her quest for the Next Big Thing.
Jack works as a roadie for a three-day rock festival that aims to save wormstocks from extinction, and is tasked with securing an important beat for the show.
Meanwhile, his competitor, Toshi, replaces him back at home and does everything exceptionally well, causing Betty to fall for him, as well as Jack’s friends and family.
Jack works as a personal assistant to a once famous washed-up self-help guru who helps people through deprecation therapy.
Jack works as a soldier and must endure the rigors of military life, being caught in a tailspin when Newfoundland threatens to separate from the rest of Canada.
Jack works as an archaeologist and teams up with his ex-girlfriend, Alberta Malone, to search for the Lost City of Wu, said to contain the Fountain of Life.
While working as a royal timekeeper in Buckingham Palace, Jack manages to take some inappropriate photos of the queen, which ultimately end up in the tabloids, leading to chaos throughout the realm.
Jack works as a road-construction worker holding the stop/slow sign, but a combination of heat and tar fumes revs up his imagination.
Babs, Bobby, and Leopold head to Africa in search of Jack, while Betty makes a daring last ditch effort to save him.
Jack is an exterminator, initially reluctant due to his gentle nature, but quickly developing a talent and taste for the job.
Jack is an egg farmer, but when a mistake involving a sick chicken inadvertently starts the apocalypse, his future self goes back in time and attempts to kill him.
Meanwhile, Leopold makes his trench mobile and becomes a pimp to follow in his ancestors’ footsteps, while Max films a sci-fi movie.
Jack works at an animation studio where his boss, Norm, has a magic pencil capable of bringing whatever is drawn with it to life.