Kaylor won the British schoolboy title the first year he was eligible to take part and at the age of 16, moved back to Canning Town to live with his grandmother so that he could join a bigger boxing club at West Ham.
In 1979, at the age of 17, Kaylor won the National Association of Boys Clubs Championships and the London senior title.
Kaylor represented Great Britain in the 1980 Moscow Olympics, losing on a split decision in the quarter-finals.
"[1] Kaylor appeared in Ron Peck's 1991 film Fighters, which follows a group of young East End boxers as they try to make it to the top in the boxing game.
Kaylor worked with Peck again in 1996, this time in a semi-improvised, fictional film Real Money, about a group of young boxers getting drawn into underworld villainy and crime.