Year: 1958
Record label: Kensington
Worth Today: $3,500*

Before Paul McCartney, George Harrison, and John Lennon found Ringo Starr and became The Beatles, they were busy trying to make a name for themselves as The Quarrymen. In a bid to take their first steps to success, the group recorded a cover of Buddy Holly’s “That’ll Be The Day.” 

The single was never properly released, with Paul only pressing around 50 copies to give to family and friends as a gift. The original copy might be worth an extraordinary amount of money, but reprints still come with a price tag of over $3,500.

In 1997, the Quarrymen had a joyous reunion when the four original, surviving members joined up to play a concert together. They were performing at the fortieth anniversary of McCartney and Lennon meeting (they met at a garden fete). Today, three original members still perform under the Quarrymen band name.