After studying at the C.N. Landon School, Robert Naylor worked in animation with the Stallings-Nolan studio. He entered the field of comics in 1928, as an assistant at King Features Syndicate. Naylor received his first byline as the successor to Frank Miller on 'Barney Baxter'. In 1948, Naylor took over Walt Hoban's gag strip 'Jerry on the Job', and in 1954, he was assigned to continue Les Forgrave's 'Big Sister'. 'Big Sister' was discontinued in 1972 and Naylor retired.
Besides his work in newspaper comics, Naylor had briefly done art for comic books through the Sangord Studio in the early 1940s. His included mainly fillers for National/DC and a series of features for Better Publications ('Pin-Money Sonny', 'Snapper McGurk', 'Tom, Dick and Harriet').