Andrew, Leadbelly used a bone thumbpick (similar to today's "Golden Gate" thumbpick) and 2 steel fingerpicks. Even though he often tuned 2 and a HALF(!) steps low, he didn't use heavy strings. His Stella Guitar had a tailpiece and the neck had a much steeper angle than anything made today (other than an arch top)

Pete Seeger remembers him playing "Silver City Bound" in "D" position (which is how I learned it). I heard another recording of it where it appears Huddie is playing it in "C". A little simpler that way.

Rick