RIP Jacky Jack. He put Austin on the map as a hothouse for musicians. He gave people a reason to look for Terlingua on the map - and then wonder why the hell they drove all the way out there once they got to Terlingua and looked around.
He not only wrote great songs, he put other, lesser known songwriters on the map. Guys like Guy Clark (L.A. Freeway), Gary P. Nunn (London Homesick Blues) who was also part of his backup group, the Lost Gonzo Band, Ray Wylie Hubbard (Up Against the Wall Redneck Mothers), and many more made money when Jerry Jeff covered their songs and hit with them. He was influential as hell and a great live act.
Rest.
As to David Bromberg, I don't know of any other 6'5" Jewish kids from Philly who play folk/country/bluegrass/blues as well as he does. I highly rec his "How Late'll Ya Play Till" live album. Damn good work.
I know this is a Jerry Jeff thread, but here's Bromberg doing a fabulous Chicago blues. The lyrics, omg... well, listen to this, and stay till you get to the end, as it's something of a tour de force.
I will be there when you need me baby
but I don’t wanna be your toy -- listen here
If a plaything is all you want me for
You can get up, go out and get yourself another boy
Because I took that class
I graduated Phi Beta ******* Kappa from that school
I’ll be your lover or your friend darling
But I’m never, ever, ever gonna be your fool