Who was Jeeves’s boss? July 23, 2020 by Pamela Landy Jeeves’s boss was Bertie Wooster, a young man-about-town in P. G. Wodehouse’s stories beginning with My Man Jeeves (1919). Jeeves was his valet. Related Answers What are the five tallest buildings in New York City? Which New York criminal mastermind was nicknamed Mr. Big? What are the three tallest buildings in the United States? When was Mafia boss Paul Castellano killed? What is the repeated response of Bartleby the Scrivener to his boss?