Or he could just be sane and buy an AW11/Fiero for what would probably be half as much up front and far less down the line.
@Gibson: The bottom line is, you asked for opinions. Not only is $4400 for an X1/9 pretty much a crime considering what better choices you can also get (no, the "But its Italian" excuse doesn't work for anything but old Alfa's), but it is just about the single worst choice one could make for a first car. If you had a vehicle to fall back on during the frequent times that the X1/9 breaks down, or if it was just a weekend car, I would say to talk him down a bit than go for it. But as it stands, stay away. The car will break down at the worst times possible, and you will probably not want to have to constantly having to fix something or other regardless of if you are good at or enjoy doing so.