Straight out of college with massive debt, Jack decides to get a part time job with the Odd Jobs Employment Agency. His first job involves working at a funeral house, where Jack quickly discovers he's not cut out for any of the tasks involved, from consoling the bereaved, to digging graves.

Jack works as a security guard.

While working as a hamster wrangler for famous rodents, Jack and Gary Gerbil, the star of the show, prevent Gary's arch nemesis from destroying the world.

Testing new memory drugs has Jack wondering whether or not a bizarre encounter with his estranged father was reality, or just a hallucination in his inebriated state.

Jack works as a waiter. When the waiting staff starts disappearing at an ultra-fancy restaurant, Jack realizes it's either eat or be eaten in the world of high class cookery. Meanwhile, Bobby spins records and fights crime.

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. For defeating the beast, Jack is dubbed a hero, and gets a little complimentary action.

Under Dr. Renfield, Jack discovers that a dental clinic isn’t always business as usual. When a giant molar is discovered in little Timmy’s mouth, Renfield is prepared to make a deal with the devil to extract the precious tooth.

Employed by "the creator", Magnus, Jack is in charge of booting up the androids at the religious-themed amusement park, Holyland. However, once he introduces knowledge to Eve, the female android, it becomes clear that Magnus has a darker purpose in his Creation Sensation.

Jack finds his knack in the corporate world of Divest and Consume. Despite his sister Spoons' arguments, Jack believes he'll be there forever. But after selling big, costing both Betty's aunt her life savings, and Bobby's family their company, Jack starts to rethink how money compares to friendship.

Coaching the most terrible team in the skateball league restores Jack's confidence as they claim their first victory under his instruction. But when Jack finds the owner of the team making deals with the opposition, he's quick to give up victory, and coach his team to an honest loss.

Jack works as a roadie for a three day rock festival.

Still sore about her indiscretion with Jack in Fantasy Atoll, Betty sends him as far away from her as possible, telling him to deliver wieners to Wienerfest. Jack, Bobby and Leo head out on the road, only to be pursued by the American boarder patrol for toting tainted meat.