I've not heard of Mr. Whitmore before; I shall watch the video.

Steve Goodman, if it's the same Steve Goodman who wrote "City Of New Orleans" and other songs, is quite talented.

I don't know that I would necessarily consider him a 'songster', though... I'm thinking more of people who were itinerant performers and/or buskers before they were recording artists. Steve Goodman is certainly a varied and creative writer and performer, but I see him as more in the singer/songwriter mode than as a songster... the songster is, quite simply, a living jukebox, playing whatever to get the change clinking in the tip jar.

Excellent videos, though... thanks for sharing!