I will say one thing about Phil that makes it nearly impossible to ever feel sympathy, not that 99% of us would, is that when others have struggles especially in the business sense, he is so gleeful to grave dance on them if it's either somebody who wronged him or somebody he just dislikes in gaming.
Where most people only really take joy in shitty people having bad luck, Phil reserves that for companies and people who have done nothing but not kiss his ass. If his recorded takes on people like the Cannon Bros are any indication, I can't imagine how fucking happy he is behind the scenes. I think your basic detractor that has made fun of him dying would make Phil happy. He's that cracked, as he says.