Great concept you have there. This one seems promising.
A lot of people will want him to look younger, because they want him to look like a badass gangsta.
But in my opinion, i would definitely like to see him in his older days.
How he matured after all the things he's been through. More wise on making decision.
Give him some more wrinkle around his face, and give him a proper gentlemen apparel, and you got yourself a brand new CJ.
Now, he isn't just a lowlife gangsta. He is one step ahead on becoming the most feared criminal in San Andreas.
Or make him dressed just like a normal civilian, to give the idea that he has retired from his criminal past.