Ray Bailey began drawing for British comic books in the mid-1930s. His early work include humorous picture stories for the annual Christmas comics of publisher C. Arthur Pearson, such as 'Milly and Billy'. He also worked for The Seaside Comic ('Dr. Helshaw') and The Summer Comic ('Milly and Billy').
detail from The Seaside Comic
He was active for the Amalgamated Press since 1936. His features include 'Bertie and Babs', 'The Lost Joss', 'Peggy the Pretty Police Patrol', 'The Pentwins', 'Wot-Ho', and 'Forgotten City' in Butterfly, 'Captain Quick and Nippy Nick' in Comic Cuts, 'Dickie's Diary' and 'Brother Bill and Sister Sue' in Golden, 'Jolly Joe and his Fun Show' and 'Will Power' in Jolly Comic and 'Hopeful Horice' and 'The Chimps' in Sparkler.
In the 1950s, he drew the comics 'Kitty Hawke' and 'Wendy and Jinx' for the front pages of Hulton's Girl, a girl-version of popular magazine Eagle. For this same magazine, he also made the feature 'Susan of St. Bride's'.