Artists selling their souls for talent is the origin myth of rock and roll.
It’s such a ubiquitous idea that I have a book about musicians misbehaving which opens with a fiction piece about Johnson offering the Devil his soul to be the greatest player ever and the Devil upping the ante to the souls of everyone who follows his example.
There’s a subset of occult-tinged rock bands getting into deals collectively, often with some of the band not knowing it: see American Satan and Paradise City, This Damned Band by Paul Cornell and Tony Parker, We Sold Our Souls by Grady Hendrix, and my early exposure through the Dark Forces book The Bargain by Rex Sparger.
The idea comes up in games as well. One of the PCs in my first Buffy game about a band stole her talent from an ex through magic. Vincent’s sire in Last Dance joked about being the origin of the story, and that reference goes back to Robert Johnson being the un-canon Prince of New Orleans in GURPS Vampire: The Masquerade.
Johnson’s world was lawless and chaotic enough that he could count as a wandering adventurer. Manly Wade Wellman’s Silver John stories have a travelling guitarist and magician as a hero.
Call Of Cthulhu has period sourcebooks for Harlem, Chicago and New Orleans if you want a base for a games about the Blues and all that followed. And who might be waiting at the crossroad?