Dr. Mindbender, Chuckles, Sneak Peek and Raptor are among my favourite figures. Their involvement in the comics doesnt make it worse. Big Boa was my very first figure, and the background story for the figure - an oposite for Rocky Balboa - makes it even more interresting.
All these are figure from the sixth series in 1987, which is in my opinion the greatest set of figures. All had great sculpts with tons of cool accessories, and awesome comic apperances to match.
I would like to redeem the four figures I first listed:
Dr. Mindbender - Classic "evil scientist" design. Has enough accessories, among them an awesome cloth cape with a giant Cobra symbol. Figure is identical to the comics.
Defining comic moment: RAH #49 - Dr.Mindbender plays god in creating Serpentor and unknowingly ressurecting/waking Storm Shadow.
Chuckles - Initial design is brilliant, first figure with hawaiian shirt. Except for that it's no nonsense and a good solid figure. He comes with few, but great accessories: Shoulder holster with a gun. Looks identical to the comics, except for a slighter build and the paint tone in his face.
Defining comic moment: RAH #60 (Todd McFarlane art) - Chuckles taking a beating from the Dreadnoks and simply shrugging it off.
Sneak Peek - Just awesome character. Good sculpt and tons of accessories.
Defining comic moment: RAH #113 - Where Sneak Peek sadly is killed.
Raptor - A bit far out character design, but is saved by memorable comic apperances and great figure sculpt. Comes with few but good accessories: A pet bird and cloth wings.
Defining comic moment: RAH #59 - Gets kicked in the face by Billy

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Weird options for a poll, since the 1982-1988 joes are that much better than the later, but if I were to pick from that list, I would have to say the Red Dog figure. Great concept, with Sgt. Slaughters renegades, but the figure itself has an oversized chest, and looks unhealthy in profile. Boring accessories as well.
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