Do no harm: Who should bear the costs of retired NFL players’ medical bills?

There is enough money in the league to do something, but you also have to take some responsibility for choosing to play the game. This is the risk you take.

After the first injury, did he return to the game, or retire?

Maybe there is a deal where they set up a fund to adress legacy players but going forward define responsibilites, like setting up a fund for the future or putting money into a specialized insurance policy for players.

But players also have to accept resposibility and maybe limits on thier eligibility to play after certain injuries, unless they sign a waiver.