I'll shoot a random in Saint Denis just to get a .wanted level. Then I let them chase me out to the swap where I kill as many as it takes for them to stop coming and then I ride around hunting bounty hunters. Tldr: it's not that hard to get a wanted dead or alive level.
Take away 1/2 of his heart and desire to be great and replace it with football IQ and he could have been one of the greatest ever. The next time he follows the ball in the back field will be the first.