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Searle produced an extraordinary volume of work during the 1950s, including drawings for Life, Holiday and Punch. His cartoons appeared in The New Yorker, the Sunday Express and the News Chronicle.

His St Trinian's books, which were based on his sister's school and other girls' schools in Cambridge. He collaborated with Geoffrey Willans on the Molesworth books (Down With Skool!, 1953, and How to be Topp, 1954), and with Alex Atkinson on travel books.

In addition to advertisements and posters, Searle drew the title backgrounds of the Sidney Gilliat and Frank Launder film The Happiest Days of Your Life.

Although Searle published the first St Trinian's cartoon in the magazine Lilliput in 1941, his professional career really begins with his documentation of the brutal camp conditions of his period as a prisoner-of-war of the Japanese in World War II in a series of drawings that he hid under the mattresses of prisoners dying of cholera. Searle recalled, "I desperately wanted to put down what was happening, because I thought if by any chance there was a record, even if I died, someone might find it and know what went on."

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