How would it have been different if Woody Allen had done it?
A number of critics, like Roger Ebert, compared this to early Woody Allen material. An insecure guy surrounded by odd people taking themselves too seriously. And one critic even compared Madeleine to the spunky Annie Hall.
I think Allen might have directed it very much like this, but of course if he had cast himself in it there would have been more punch lines and attempts to impress the woman.