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I would say those plastic junk toys are the least likely to gain value. I look at the Stan Lee listings almost every day and constantly shake my head at the complete junk and totally unrelated comics people have him sign.
Mr. Zipper & William are correct. Try for a vintage comic that he actually wrote, especially Amazing Spider-Man and Fantastic Four. The bibliography on his Wikipedia page should suffice for the specifics.
I would think you can't go wrong with a good old-fashioned signed photo of the man himself either. It would retain a more timeless desirability among a broader range of collectors than the latest Marvel movie sequel poster or that ugly, ugly baseball.
Keep in mind that the current supply of Stan Lee signed items is practically inexhaustable (and still going!), so while demand is likely to continue to stay strong, I wouldn't look to his autograph as something that's going to make a major spike in investment value anytime soon.
Haha it's all cool Mike. I'm just saying that in 20 years if I'm in the market for a Stan Lee signed item, I'm probably going to pass on the Iron Man 2 poster in favor of a vintage comic ;)
Although at the rate Stan is going, in 20 years he'll probably be signing Iron Man 9 posters.
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