The first killers were the EETC. Then he made the will giving everything to the Americans, and all but assuring they wouldn't try that again. Second attempt was the Americans, not sure if they are aware of the will or not. No one wants to give him what he's asking for, they just keep sending assassins.
He keeps people who are useful, but not necessary to his end.
OBD where I learned the truth about despair, as will you. There's a reason why this prison is the worst place on earth... Hope. Every man who has ventured here over the centuries has looked up to the light and imagined climbing to the playoffs. So easy... So simple... And like shipwrecked men turning to sea water from uncontrollable thirst, many have died trying. I learned here that there can be no true despair without hope.