Here's one additional recording.

Philip Kazee, the son of Buell H. Kazee also recorded the song in 1995:
Gamblin' Blues (1995) - Philip Kazee
From "Rocky Island" Berea College Appalachian Center ?– AC006.

The booklet notes contains this interesting tidbit regarding Buell Kazee's version:

In any case, the family ballad book reveals that Buell depended upon a second book by Wyman and Brockway (Twenty Kentucky Songs) as well as Carl Sandburg’s American Songbag even during his first recording session (specifically, “Sporting Bachelors” and “Gambler’s Blues”). In many instances, he probably used these sources as a means of filling out songs with which he was already familiar.