- Executive Meddling: A recurring plot in the strip is Annie getting away from Warbucks somehow, subsequently finding somebody poor to live with, and eventually getting back to Warbucks. The reason that things usually went this way was that while Gray wanted to let Annie keep being Warbucks' daughter, Gray's boss Captain Patterson thought she'd be more interesting if she stayed poor. They compromised, and Annie lived with poor people half the time and with Warbucks the other half.
- Keep Circulating the Tapes: The only way you can read most of the Leonard Starr strips. One book of them was published over twenty years ago, but it only contained two arcs (less than a year's worth of strips) from the very beginning. And good luck finding the Sunday pages from the first years; IDW didn't collect them in their books since they usually didn't have any important connection to the story.
- Same case with the RKO-produced 1932 film adaptation. The current RKO may have had the film in their archives, but re-releasing it might be a legal pain in the rear due to Sony currently owning the media rights to the Annie franchise.
- Recycled Script: Many lines in the "Uncle" Dan arc were copied almost word-for-word from other strips in the same arc.
Trivia / Little Orphan Annie