Doug's garage is actually the real garage of car buff Jay Leno, who appears in the scene as a mechanic.
The first mechanic that Tim, Jill, and Brad meet at the garage was one of the valet attendants that went on the infamous joyride in Ferris Bueller's Day Off.
The garage they go to near the end is Jay Leno's actual garage.
The title is from the depression era song "Brother, Can You Spare a Dime?"
Tim wears a Sweatshirt of Lake Superior state university. It's a small public University in Sault Sainte Marie in the upper peninsula of Michigan.