- Adaptation Displacement: The musical and its adaptations are better known than the original comic strip these days.
- Awesome Music: "Maybe", "Tomorrow", "NYC", "Easy Street"...
- Broken Base: Not counting the 1930s adaptations (which were based on the comic strip, since the musical hadn't been written yet), many would often argue as to which film adaptation deserves more credit - is it the 1982 original, the 1999 remake or the 2014 modernised reboot? Though many would definitely agree that the one starring Aileen Quinn is the one that's most fondly remembered.
- Ear Worm:
- "You're Never Fully Dressed Without a Smile", as well, much to the irritation of a number of people who've been in the show.
- "It's the hard-knock life! It's the hard-knock life for us!"
- First Installment Wins: Of the three adaptations based on the play, the 1982 film is the most well-known and popular adaptation.
- Hilarious in Hindsight: One of the starting outfits in Hitman (2016) is a tuxedo for Agent 47, which would be surreal for fans of the Annie franchise. As a result of both 47 and Warbucks displaying an affinity for expensive suits, some would joke about 47 being Daddy Warbucks or the other way around.
- Or Lex Luthor for that matter, being both are bald billionaires.
- Harsher in Hindsight: It so happened that in 2012, a major hurricane named "Sandy" struck New York City and caused significant damage, at the very same time a 35th anniversary revival of Annie was opening on Broadway. It didn't take long for some to make references to the comic strip and musical, specifically Sandy the dog.
- Jerkass Woobie: Miss Hannigan, who drinks on the job to relieve the stress. And consider the time she lives in; it gives her a double-whammy of disadvantages: not only is there a depression, but her gender would severely limit her job options as well. Basically, she has no option but to work a job that she's completely unsuited for. On top of that the orphans take joy out of making her life miserable and while this isn't entirely unjustified, it does explain her attitude towards them in her song "Little Girls".
- Retroactive Recognition: Many, many actresses got their start in some production of Annie. To list them all would probably double the page size, but a few notables:
- Sarah Jessica Parker as a Broadway Annie.
- Molly Ringwald as an orphan in a West Coast production.
- Ariana Grande also started out as Annie when she was little.
- Ashley Johnson, who would later be acclaimed for her role as Ellie in The Last of Us, appeared as the title character in Annie: A Royal Adventure!.
- The documentary Life After Tomorrow, though mainly interviewing former orphans that dropped out of the spotlight, had a few recognizable faces, including MSNBC anchor Dara Brown, Martha Byrne, Senta Moses, and Joanna Pacitti.
- Sequelitis: Annie 2 starring Danielle Findley as Annie (and Annie 2, at that), which got heavy interest (read: advance $ale$) from people who wanted to revisit Annie... until it opened. In the end, the creators chose not to subject Broadway to what had gotten silence from angry theater-goers at Kennedy Center, even after alterations.
- Tear Jerker: "So maybe now this prayer's the last one of its kind...won't you please come get your baby...maybe..."
"And I know I'll forgetHow much she meant to meAnd how she was almost myBabyMaybe."
- Warbucks' reprise of "Maybe":
YMMV / Annie