Who would like to exercise their brains from the 40’s, 50’s, 60’s, 70’s, 80’s and 90’s?

Again BA and 10 points to the first that answers all correctly. If no one can get them all correct I will give BA to the one who gets the most right.
1. This blues legend ran a juke joint in the early 40’s.
2. This 50’s Country Legend led a hard life and [...]