wow, like the other posters, they made too many bad moves to count, apart from all of the PC division problems and UNIX mistakes, some of my Amiga related highlights are:
AGA:
Too late to market, instead of overtaking the PC's of the day it barely caught up with them.
CDTV:
A disaster in every way, overpriced obsolete hardware and unfocused marketing which not only detracted people from buying the thing it confused people about what amigas were. Now if they could only have made a more powerful A1200 with a built in CDROM drive in a Walker type case (which I've always had a soft spot for :-) back in '91 I think they could have expanded their market instead of having it contract with newer machines.
Amiga OS:
Took half a decade to get from 1.1 to 2.0