I might have first saw this via Blockbuster but downloaded it from demand the other day. Still found it amusing. No classic but great for television viewing -- it has many amusing vignettes, it is pretty well paced, the history plot interests me personally and Christopher Guest (and various character actors) crafts a professional film. This is half the battle, even if a movie (and this too has this quality) is somewhat hit and miss.
Anyway, liked Matthew Perry in a few films, including this one. His best, which gets the best reviews, is The Whole Nine Yards (followed, for some asinine reason, by a really stupid sequel), which also benefits from a good cast. The other (which takes advantage of the Chandler "he's gay, right?" bit) is Three to Tango. From what I saw of it, Serving Sara was not really worth it. Perry has a long resume with a lot of subpar content. He also had some extended guest starring roles on more successful shows.
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Thanks for your .02!