I've seen people question the ending
And some suggest Kevin Smith left it up to us to decide.
That is possible, but I think that if that's true it would destroy the message of the film, which is when you've got something good don't be a jackass. If you love someone the past is the past because if you can't handle that you'll lose her. That was Smith's message as Silent Bob message to Affleck's character, which he totally missed and made the same mistake as Bob.
Basically the movie is a warning to asshats not to be jackasses.