Prefacing this with I'm 51, and he is 55 years old.... but we are both 8 year players.
He refuses to PUG.... He says it is because he wants all the drops, but I know better. He HATES pugs. Back when he would run them all he did was complain about them. If you were to listen to him, there has never been a good PUG in all of WoW. Really, the deal is that he is so bad that people always yelled at him. So, he always asks me to give him runs with one of my 90's. And because he is my buddy, I almost always do.
But he is just a bad player.... When I run him, I always run him with a healer because I know that he will be dying like 5x per run because he does stupid things.... He also can't focus. I frequently have to type in all caps to get his attention. He doesn't usually read the chat lines. It makes a simple run not so fun. It makes a run take 50% longer.
If he was your best buddy, would you still run him? Or would you run him but tell him that he needs to step up his game if he wants to keep getting runs? Or would you just say "No"?