Dailey was born in Orrell Park, Liverpool.[2] He represented his country on many occasions including several editions of the Tour of Britain. He received the Merseyside Golden Cycle award in 1969 and 1984.[2] He retired from competition in 1986 after 26 years and became national coach for 10 years. After a brief break he returned as logistics manager.[4] Dailey is also former manager of Kirkby Sports Centre.[2] He lives in Ruthin, North Wales.[5]