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Worst decisions:

1.  Everything Atari did after the 2600.  The games, the 5200, the 7800, the Jaguar, all of the controllers, everything.

2.  Virtual Boy - 100% bad idea

3.  Sega rushing everying.  The SegaCD, 32X, and Saturn were all crappy.   The poor Dreamcast had no chance.

4.  Too expensive with mediocre games -> Intellivision, 3D0, CD-i, and Apple Pippen I'm looking at you.  PS3 may be joining you soon.  I'm going to give Neo Geo a pass here as there were some great games for it.

5.  Cartridges?  In the age of CDs.  N64 you gotta be kidding me.  The Gamecube discs weren't great either.