I don't think there's anything "generic" about the imagery, unless there are other dictatorial regimes using red and black colors with occasional usage of a winged emblem (there might be, I'm no expert!).
Most "generic" dictator imagery in media (Star Wars, etc) specifically comes from Nazi imagery.
I just think it's corny, more than anything.
Well, Stalin's a pretty obvious example, and IIRC, the Nazi's
did steal the red imagery from the communists anyway, so... yeah.
As to the point of the actual video, while I'm not so sure about the framing, Jim does ultimately retain a point. Nintendo's double standards with regards to copyright law is easily one of the least savoury aspects about the company, as well as it lacking leniency when it comes to fan projects. It's especially apparent when you consider how it's old competitor - Sega - is
much friendlier in this regard, and its ultimate symbol of such will be launching on Nintendo's new console very shortly.