Legend has it that Bob Dylan once left his iPod behind and someone copied the contents. 
With Canadian musician and songwriter (and future Bob Dylan podcaster) Tim Swaddling). 
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Fred Bals’ blog on Medium
Songs in this episode:
“Let Me Play With Your Poodle” - Hank Penny (Theme Time Radio Hour ep. Thanksgiving Leftovers. CORRECTION: Bob actually played the version by Tampa Red & Big Maceo, but he played several other songs by Hank Penny on the show)
“Smoking in the Boys Room” - Brownsville Station (Theme Time Radio Hour ep. Smoking)
“Mansion on the Hill” - Vernon Oxford
“You Hit Me Like an Atomic Bomb” - Fay Simmons
“Jumping at the Record Shop” - Slim Gaillard
“Whatcha Gonna Do” - George Jones
“It’s a Great, Great Pleasure” - Louis Jordan
“Dragnet For Jesus” - Sister Wynona Carr
“When I Stop Dreaming” - Louvin Brothers
“Killer Joe” - Toots Thielman