The Quizteries of Pittsburgh

Answer: economics

Although the name of the university Art attends is never explicitly referenced, it's pretty obvious that he went to the University of Pittsburgh (the bookstore he works at is even described as selling books "in the shadow of the University of Pittsburgh"). Chabon also received his B.A. from Pittsburgh. Freud's letters to Fliess, Freud's closest friend, spanned almost 20 years and showed the development of psychoanalysis. Art's paper concerned Fliess' discussion of the relationship between the nose and sexual health.

Answer: accountant for the Mob

Joe's interesting Mob moniker was "Joe the Egg" (presumably because he was an egghead). Joe didn't tell Art what he did for a living until after Art's Bar Mitzvah. Art's mother, Marjorie, died six months before this important occasion, and her death had a significant effect on Art's relationship with his father.

Answer: Phlox Lombardi

At the beginning of the book, we find out that Art has recently broken up with his girlfriend, Claire. Phlox catches his eye right away.

Phlox goes by a lot of different names -- she had recently been through her punk phase, during which her adopted name was "Mau Mau". Art's friend Cleveland refers to her as the "Evil Love Nurse".

Answer: housesitter

Arthur starts off the summer housesitting for the Bellwethers, and gets a few other housesitting jobs, including for a local weatherwoman.

Answer: Boardwalk Books

Boardwalk Books is a discount book chain, staffed by employees who seem not to have any knowledge about literature at all, many of whom are studying to be paramedics. Cleveland "kidnaps" Art from the store during his first few weeks of working there. Art finds working in the store incredibly mind-numbing.

Answer: the Cloud Factory

The Cloud Factory actually exists; its real name is the Bellefield Boiler Plant. According to Wikipedia, it provides steam heat for most of the Oakland section of Pittsburgh, though it was originally built to supply heat to the Carnegie Museum.

Answer: psychiatrist

Like Art, Cleveland lost his mother when he was a teenager. She committed suicide when he was 17. Cleveland has a younger sister, Anna. Arthur and Cleveland went to Catholic high school together.

Answer: collecting for a loan shark

Cleveland initially does "P and D" (pickup and delivery) for Lenny Stern, Art's "uncle". Cleveland later gets into trouble when he moves on to other involvement with Art's crime family. Throughout the book, Cleveland tries to get Art to introduce him to Art's father, so he can further his career in crime. Art is extremely reluctant to breach the divide between his life and his father's, and resists Cleveland's efforts.

Answer: burglary

Cleveland eventually starts learning how to break into houses from Carl Punicki, one of the bosses in the Pittsburgh area, who owns a number of jewelry stores through which he fences stolen goods.

Answer: leaves town with Arthur

After having chosen Arthur over Phlox, Art decides that his relationship with Arthur is important enough to him that he wants to go with Arthur when he leaves. Phlox, by this point, has made it clear that she doesn't want to see Art again, and Art and his father become, if anything, more estranged by the end of the book.