You know, it's funny, but when I think back, I am mostly remembering the times when he was really on top of a song. My big favorite was "The Gol-Durned Wheel," which he NEVER messed up or forgot the words, at least that I remember; and also "The Dreary Black Hills," maybe because he was so solid on them.
But IMO, in the past couple of years he had done very nice versions of quite a few good songs at the FSGW Open Sings. He was at his best with old chestnuts, something by Woody Guthrie for example. He could really give them life. And of course, he played his guitar on those rather than trying to play a half-learned fiddle tune.... If I liked the way he did a song I just gave him a grin and a thumbs-up, and he would grin back.