* ActingForTwo: Kim Gillingham plays both of Captain America's girlfriends: Bernice Stewart in 1943, and her daughter Sharon Cooperman in 1993.
** Also, Scott Paulin (who plays the RedSkull) appears sans-makeup as the army doctor who treats Steve's gunshot wounds in the 40's.
* HeyItsThatGuy:
** Ronnie Cox plays the President in this film. While it's not the only time he plays a good guy, and not even the only time he's played the President, younger viewers might only remember him as the villainous senator (and later villainous Vice President) from ''Series/StargateSG1'', or even as the CorruptCorporateExecutive from ''Film/RoboCop1987''.
** During the UsefulNotes/WorldWarII segment of the film, TheMole is played by Bill Mumy, of ''LostInSpace'' and ''Series/BabylonFive'' fame.
* HeyItsThatVoice: Also overlaps with both RelationshipVoiceActor and HilariousInHindsight at the same time: In the Japanese dub of the film, Creator/KenyuHoriuchi and Creator/AkioOhtsuka voiced Captain America and Red Skull respectively. Guess which game series both voice actors also voiced super-soldiers, [[Franchise/MetalGear except Red Skull is now the hero this time and fights alongside Captain America]].
* TroubledProduction: '''And how.'''
* WhatCouldHaveBeen:
** When the movie was in production at Cannon, before he feud and split of Golan-Globus, MichaelWinner (director of the first three Film/DeathWish movies) was slated to direct. When he dropped out and Golan-Globus split, JohnStockwell would direct before being replaced by final director AlbertPyun.
** ArnoldSchwarzenegger and DolphLundgren were considered to play Cap. Arnie's accent cost him the role and Lundgren was busy filming [[Film/ThePunisher1989 The Punisher]].
** According to the documentary on the Blu-Ray, Cap was originally intended to be played by two different people: one pre-transformation and one post-transformation. Matt Salinger was hired to play Steve pre-transformation, and Howie Long was considered to play him post-transformation. However, it was later decided that one actor should play both, and Salinger played both roles.