It would be nice if everyone had the same degree of playing ability; then it would just be a matter of who had the most musical soul.
Funny you should word it that way. I think of BB King - not a great technical player, but soul for miles. Sometimes, the actual talent or proficiency is not enough to provide the essence, or the feeling that can touch someone. Some of the world's most loved songs are the simple ones.
"Crazy", for one. Couldn't be easier, couldn't be a simpler performance. My number one request of all time. It doesn't even have a happy ending - I don't get it!