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His programs feature (to say the least) an eclectic mixture of songs. Sun Ra & His Orkestra, BB King, Bob Dylan, Link Wray, Iggy Pop, John Coltrane ... you can find a list of his archived programs here and, if you check out some of the titles on, say, Spotify, I am sure you'll find much to stimulate further explorations. Remarkable stuff, remarkable program.
Addendum, June 27, 2018: Michael Akutagwa recently informed me that: It's been a hectic couple of months, but I have managed to make some additions to the STJINF ("St. James Infirmary") stash. Current count is 1217, but in truth I have expanded things a bit, and I've got some "Streets of Laredo" (and the like) in there, a handful of versions of "The Bard of Armagh," of "Tell Me More," and a couple of other songs that either somehow reference or allude to STJINF, and I'm about to add in the Tom Waits songs "Lucinda" and "Tango 'Till They're Sore" (all with appropriate, albeit brief notes in the accompanying spreadsheet).