Elvis Presley, That's All Right
In 1954, The King dropped That's All Right with Sun Records. This track came to be when Presley was just messing around in the studio playing a quick cover of Arthur Crudup's version of the song. The producer loved his take on it so much that they just hit record. This was his debut single, and an original pressing sells for $4,000.
Olivia Newton-John and ELO, Xanadu
The "Grease" star and the Electric Light Orchestra released Xanadu in 1980 under Jet/MCA Records. The movie, "Xanadu," was actually a box office disaster, but the soundtrack sold. Despite the sonic success, Newton-John hated how she looked on the album cover so much that she ordered the company to destroy them. If you happen to have one, you can sell it for $9,000.