Audio problem: As Neil is talking to his coworker about getting on a plane, the audio is either different or synced wrong, as the coworker says something different. In the shot facing Neil his mouth doesn't match.
Planes, Trains & Automobiles (1987)
1 audio problem - chronological order
Directed by: John Hughes
Starring: Kevin Bacon, Steve Martin, John Candy, Michael McKean, Laila Robins
Continuity mistake: When John Candy is singing "The Mess Around" in the car, the car swerves, and a hubcap from the passenger side rolls off. The hubcap is back on in the next scene. (00:57:20 - 00:58:50)
State Trooper: What the hell are you driving here?
Del: We had a small fire last night, but we caught it in the nick of time.
State Trooper: Do you have any idea how fast you were going?
Del: Funny enough, I was just talking to my friend about that. Our speedometer has melted and as a result it's very hard to see with any degree of accuracy exactly how fast we were going.
Trivia: When Neal's wife is watching TV in bed, she is impossibly viewing the John Hughes film "She's Having a Baby," which didn't even premier in theaters until February of 1988, three months after "Planes, Trains and Automobiles" premiered in November 1987. John Hughes (who directed both films) used his own unreleased "She's Having A Baby" footage/soundtrack and a cameo by Kevin Bacon as teasers for the upcoming 1988 film. There's still some speculation that the plots of the two films actually intersect, and that Kevin Bacon (who is credited as the Taxi-Racer in "Planes, Trains and Automobiles") was playing his character, Jake, from "She's Having a Baby."
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Answer: He's not homeless, he has a house or an apartment somewhere, or lives out of hotels. He just no longer has a 'home', ie, a place where he's happy and someone loves him.
Brian Katcher