Jay Boy was set up mid-1967 by Edward Kassner as a sub/sister label of President, and would be later incorporated into his parent Enterprise Group. The label is named after Kassner's son and featured MOB (music of black origin), launching in November 1968 with BOY 1, "You Can't Do That" by Doris Willingham, later to become Doris Duke. Jay Boy was also launched in the USA via London Records, part of the UK Decca Group. As with Kassner's President label, the records were pressed by Orlake in Dagenham, Essex.

Kassner had become a dab-hand at licensing and re-licensing titles and then giving them new UK release. Following the UK success of Timmy Thomas' "Why Can't We Live Together, licensed from small Florida-based label Glades (part of a consortium under the parent organization of TK Records), TK had new signings and wanted a UK outlet, but Polydor-MoJo were not offering the right deal. Ed Kassner did. TK found a UK home with Jay Boy, and after 80-odd surefire chart flops, Jay Boy finally came into its own in spring 1974, when TK released "Rock Your Baby" by George McCrae. The rest is industry and club/dance history.

Kassner UK licensed TK's other sub-label Cat (with George McCrae's wife Gwen) to UK President, and Jay Boy had a two year clear run of hit after hit with the TK catalogue, but their licensing deal with TK expired, spelling the death knell for the label.

Jay Boy has an eccentric mix of releases, from Southern and Northern soul to soul-disco, funk, and many lesser-known releases. many of which are sought-after collectable gems.