During World War II, Jensen caricatured Chicago Tribune publisher Colonel McCormick as "Colonel McCosmic". In 1946, he started the comic strip Syncopating Sue, and he also drew Elmo and Debbie. In 1949, the Register and Tribune Syndicate renamed the strip Little Debbie, shifting focus from character Elmo to his little sister Debbie. Little Debbie became its more popular title, and it ran until 1961. Editor & Publisher noted in 1949:
- Jensen operates from a studio in the Chicago Daily News, for whom he did editorial cartoons since 1928 before beginning the comic strip. Publisher John Knight of the News was persuaded to let him go to comic strip creation only on the promise that he would continue with one editorial cartoon, weekly.
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