Jack works as an ad whiz alongside his Mom.

Jack works as a teacher's assistant.

Jack works as a game show contestant.

Jack works as a stagehand for a musical that involves him being in the nude. Before long, he becomes self conscious about a certain pat of his anatomy.

Jack works as a personal assistant to a drugged up Motivational Speaker

Newfoundland declares war against Canada after being ridiculed and made fun of for years. Jack is deployed as a soldier to fight against the rebellion, but soon discovers a deep family secret...

When Jack complains about his odd jobs, Grandma Max recounts of his Great Great Grandfather and his first job in the new country working on the railroad.

Jack works as a doula for birthing mothers. But when an encounter with a cement truck incapacitates the Chief Midwife, Jack is forced to make a few special deliveries by himself.

Jack finds working as a Meter Maid doesn't earn him any extra respect. When a Gypsy places a curse on him for ticketing her car, he suddenly becomes even better at his job... much to his dismay.

In this special odd job, Jack works as a gift wrapper for needy orphans. Slaving away and nursing paper cuts, Jack is unable to summon any holiday spirit. Knocked unconscious by an errant toy, Jack is visited by the ghosts of Jobs Past, Present, and Future as they try to teach him the true meaning of gainful employment.

Jack works as a Bellhop at the Star Tramps theme hotel.

Having accidently being launched into space, Jack works as an Astronaut.

Jack works as a Court reporter.