Number one with a bullet
In 1964, Lorne Greene (Bonanza, Battlestar Galactica) had a #1 hit with "Ringo", a Western ballad. I had to listen to see just what this could be, and Napster came through with it. I'm sure that the few Upper Peninsula radio stations on the air back then played it.
In 1985, the tune of the day was Mr. Mister's Broken Wings. Detroit's WJLB was playing Stevie Wonder's Part Time Lover, and WHYT featured Klymaxx's "I Miss You". But what I remember of Detroit radio of that time was listening to Electrifyin' Mojo late at night and the early sounds of Detroit techno.