Yes, Schwimmer's a hack. I think the only reason he took the role was the chance to say fuck and try and act like the bad boy.
Perhaps it would've been better had Schwimmer taken the loser role of the writer, Jay, and had Jason Lee taken the role of Max, the womanizer. Perhaps. But the plot itself reads like a sitcom premise. It's ultimately the story that fails the film, not the performances, because quite frankly, Jason Lee's the only reason I watched it.
Lee has the potential to be a major talent. But he's made the misstep in being in a movie with a Must-See-TV person. The movie isn't that great (there's the misstep), but it shows how much better of an actor Lee is as compared to Schwimmer. It's not as good as his portrayal as Banky in Chasing Amy, but it's a hell of a lot better than Schwimmer's performance here (or in The Pallbearer, for that matter). Maybe Lee will have better luck in Enemy Of The State.
Anyway. Jay (Lee) sets his friend Max (Schwimmer) up with his book editor, Sam (Mili Avital). They fall for each other. But Max is worried that Sam might stray from him, so he gets Jay to try and woo her. Of course, Jay and Sam end up falling for each other, but will it work out in the end.
You figure it out. It's not too difficult.
Some occasionally funny moments, but otherwise unmemorable.Not a horrible movie, just not that great.