* AlternativeCharacterInterpretation: Pretty much every song.
** Just One Step: Suicidal woman, or poser who just wants attention? Also, does she die at the end or not?
** I'm Not Afraid of Anything: Brave complainer or mother deserting her family? Or young woman who both wants and is terrified of love?
** Stars And The Moon: has the singer actually learned money can't buy happiness... or has her greed merely increased?
** She Cries: Man held hopelessly by love, or man happily married?
** The Steam Train: Does the kid mean we'll know him from basketball stardom? Or from an obituary?
** King of the World: Criminal who wants to go free? Wronged man innocent of his accusations? A rebel wanting to rejoin the cause?
* SugarWiki/AwesomeMusic: The entire thing, but most notably the Opening, Just One Step, Steam Train, Stars and the Moon, and Hear My Song.
** The climax of "The Flagmaker, 1775": "Grab a needle, grab a thimble if it's all that keeps you sane. Think of freedom as a symbol, think of justice as a game!"
* BigLippedAlligatorMoment: Intentional in the case of Surabaya Santa; it's a break form the very heavy material before and after it.
* CultClassic: Was a little too quirky for its own good and too difficult to put into words during its original run, but thanks to the strength of the songs, especially since there's no linear plot stopping one from enjoying them out of context, it's managed to gain a dedicated following.
* SugarWiki/FunnyMoments: ''Surabaya Santa''. [[LargeHam Side of ham]] necessary.
* SugarWiki/MomentOfAwesome: Mrs. Claus screaming at St. Nick in a fake German accent.
* TearJerker: Stars and the Moon, The World Was Dancing, The Flagmaker, I'm Not Afraid of Anything, Flying Home, and especially Christmas Lullaby.