Continuity mistake: After Doug says "Let's hit the streets", Doug, Arthur, Deacon and Kirby go on a mini crime-spree. During this montage each characters outfit completely changes several times. They are also dressed very lightly for late October/early November in New York.
Continuity mistake: In the scene where Carrie and Doug are in the kitchen and Carrie is explaining why she wants to quit school, she fills a glass of water to the top of the glass. A few shots later, she sets the glass down on the counter without taking a drink and it is less than half full.
Continuity mistake: At the dinner table while talking about being obscure at work, Doug starts pouring his beer into a glass. But immediately in the next shot he is finished pouring and both bottle and glass are on the table. A moment later he picks up the beer and pours it into the glass a second time.