As I described in the first post in the "Free Pass" series, to receive a "free pass" you need to be White and play music in a traditionally "Black" or R&B/SOUL/FUNK/JAZZ style with such success that Black listeners might not even know that the musician/singer is White and even if they know, they don't care because it fits right in with other more "authentic" musicians or singers.
So, when I first posted Bobby Caldwell's "What You Won't Do For Love" I suggested that Bobby might not qualify for a "Free Pass", but merely a "Day Pass" that one song. Thankfully, I was wrong. Bobby's second album "Cat in the Hat" is equally dope and features this song, which was sampled to great effect on Common's classic jam "The Light." Congratulations Bobby!
Bobby Caldwell - Open Your Eyes