I don't know where this $600 number is coming from because I didn't listen to all of what Phil said about his "car in the shop" story but a flat tire doesn't cost $600 to repair. If he said that, he's either lying or got swindled.
As a man who's owned a car for a long time, you should know mechanics are going to upcharge you with bullshit repairs while you're there for something else. One time I went to.. I believe it was Firestone in fact.. for an oil change and paid for them to check all my fluids in the process, only for them to tell me my license plate light needed to be replaced. $50 they said. "Hell no" I said, and went straight to AutoZone and paid the $5 for the bulb and did it myself.
The point of that story in regards to Phil is, Phil is like a woman when it comes to this type of thing. If the bill is actually $600+, they must of saw his penguin walking ass from a mile away and knew "this guy doesn't do shit but sit all day" and probably told him he needed to replace all 4 tires with brand new top of the line ones for running over a nail.
Other than that, I don't see how a flat tire cost $600 if that's what he said the bill was.