YMMV: You've Got Mail
- "Funny Aneurysm" Moment: Looking back at this film with all of the documentaries and knowledge about being careful with strangers online is very sobering. True, neither was putting any overtly personal info out there, but with modern knowledge of internet scams and predators the sheer casualness of meeting someone in a chat room and talking to them immediately feels weird.
- On the other hand, their relationship is pretty similar to how people whose relationships start online work. (With less romantic comedy moments of course.)
- The entire "scrappy independent bookstore vs. corporate mega chain" conflict thanks to web retailers and e-books slowly making the concept of physical bookstores themselves obsolete. In other words, both Kathleen and Joe lost in the end.
- Genius Bonus: Thanks in part to all the main characters being quite literate, the dialogue offhandedly contains references to Anthony Powell, Mrs. Patrick Campbell's literary affair with George Bernard Shaw, Generalissimo Franco, Julius and Ethel Rosenberg... and The Godfather, of course.
- Idiot Plot: Averted. As Roger Ebert points out, just when it seems that "a word from either party would end the confusion," the film throws a curve ball by allowing Joe Fox to figure out Kathleen's identity, which presents a whole new set of confusions.
- Hilarious in Hindsight: Tom Hanks telling a Knock Knock joke.
- Retroactive Recognition: Sara Ramirez as the cashier who's annoyed by Kathleen (and charmed by Joe).