He also contributed regularly to The Harvard Business Review and Barron’s. He was hired by TWA out of the Marine Corps, but was constantly cartooning on the side, always with his eye on The New Yorker. ANDREW DALTON, The Associated Press. One of his best-known cartoons featured a stern man standing with his cat next to its litter and saying, “Never, ever think outside the box.”, Another shows a clown giving a little girl a balloon with the caveat, “But remember, you’re responsible for your own happiness.”. His comic sympathies extended well beyond dogs, cats and mice to embrace birds “When I first met your mother, she was bathed in moonlight,” a father owl tells his children and even extended to the humbler representatives of the fish family. His published books include collections about doctors and birds, with the respective punny titles of Suture Self and Tequila Mockingbird. “I have not gotten one cartoon idea from living in Malibu,” he told The New Yorker. “It’s always been that way with anchovies.”, “There are many ways for a cartoon to be great, not the least of which is to be funny, and Leo was one of the most consistently funny cartoonists we ever had,” said Robert Mankoff, the cartoon editor of The New Yorker. “It looked like something I could do,” he told Holy Cross magazine.
“Starting around the mid-1990s, no one was published in The New Yorker more than Leo,” Mr. Mankoff said. The magazine rejected his early submissions but bought some of his ideas, turning them over to Charles Addams to illustrate. Leo Cullum was born on January 11, 1942 and died on October 23, 2010.
He retired at 60 from American Airlines, which merged with TWA in 2001. The jazz legend, who exemplified the artistic spirit and energy of San Antonio for nearly 60 years, died peacefully at home on Sunday, August 11, 2019.
 A cartoon with the caption "This island isn't big enough for two cliches" showed a school of fish attempting to crawl onto the shore of a desert island populated by a man and a lone palm tree. He went straight from Vietnam to employment with TWA, flying international and domestic flights. His distinctive characters — usually with pointy noses and always lacking chins — were also often used for the magazine’s popular caption contest. Leo Coleman Jr., a Black man, was found dead and hanging from a tree in November 1997.
“He would be looking out the window, not paying attention to his studies, doing these wonderful little drawings,” Thomas Cullum said. The caption read: “No, you’re not disturbing me, Herb. Sorry, your blog cannot share posts by email. The magazine liked some of Cullum's concepts for cartoons, which were turned over to Charles Addams for illustration, with the first of Cullum's ideas appearing in print in 1975 showing a couple paddling in a canoe with their reflection in the water showing a vision of the man attacking the woman.
For most of his years as cartoonist, Cullum was also a full-time pilot for TWA and later American Airlines.
Born in Newark, New Jersey, Cullum was raised in North Bergen, New Jersey and earned his undergraduate degree in 1963 from the College of the Holy Cross, where he majored in English.
The first one resulted in a captionless Addams cartoon from 1975 of an elderly couple canoeing on a peaceful lake.
, "Leo Cullum, New Yorker Cartoonist, Dies at 68", "In Memoriam: New Yorker cartoonist Leo Cullum's warm and witty legacy", "Leo Cullum dies at 68; prolific New Yorker cartoonist: The commercial airline pilot's works lean toward absurd gags and often feature cats and dogs.
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