These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
Adaptation Displacement: The musical and its adaptations are better known than the original comic strip these days.
"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. This particular troper was in a production and still can't get it and Tomorrow out of her head.
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.
See, this is why mileage varies. I understand Hannigan has reasons to despise her life, but taking it out on little kids in the specific ways she does completely crosses some kind of Moral Event Horizon. As an adult, she should be able to better handle her emotions and situation.
Moral Event Horizon: In the 1982 version, Rooster decides to kill Annie after she escapes their clutches and tears up Warbucks's check. This triggers a Heel-Face Turn in Miss Hannigan.
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:
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, SentaMoses, 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..."
Warbucks' reprise of "Maybe":
"And I know I'll forget
How much she meant to me
And how she was almost my
Too Stupid To Live: Annie in the 1999 version. If you want to break out of an orphanage, DO NOT USE THE FRONT DOOR!
Values Dissonance: Considering that Harold Gray killed off Warbucks when FDR took office because of his fervent opposition to his policies, he likely wouldn't be taking the prospect of Warbucks praising the New Deal well.