What iconic characters are linked to a specific portrayal by a specific actor in your mind?

Well, not a sequel or a re-make, but a prequel:

It would still turn out to be a training retreat for the Harlem Globetrotters.

I have heard rumors of a sixth Die Hard movie which has flashbacks to the past where young John McClane will be portrayed by another actor. I hope these are just rumors.

They could cast Joseph Gordon-Levitt. Looper did a pretty good job of making him a younger Bruce Willis. He even worked on some of the mannerisms.

Except that Joseph Gordon-Levitt is older than Bruce Willis was when Die Hard was released; 39 vs 33.

Shit, I wouldn’t have guessed that. Relative age doesn’t map true. I’m older, so what older looks like differs.