Yes yes yes yes yes! Stingray and Jack of Hearts are the two longest mainstays on my top 10 and they aren't going anywhere until they're made.
Classic version all the way. I love the metallic red of the very last image of the classic look. The cape is obviously going to be a challenge - if there's no clever way of getting a flexible/poseable version, I'd want two options - draped over his shoulders, and full spread out.
Definitely a figure I would invest in a fancy 3rd-party option for the cape. I don't know that I've actually seen anyone pull of anything quite like that design before, though.