Bert Cobb is best known for his many etchings of the famous show dogs of his time, but he was also a cartoonist and illustrator of sheet music. Chicago-born Albert Andrews Cobb was raised in Wilmington, Delaware, where he was also educated at a military school. He was trained in etching, cartooning, woodcuts and lithography at the Philadelphia Academy of Fine Arts in the 1880s. He did his first cartooning for the Kansas City Star in the 1890s. He also contributed features like 'Rastus Dewey Inquirer' (1898) and 'In The Philippines' (1899) to the Philadelphia Sunday Press. His comic strips 'Jocko The Educated Monk' (1901) and 'Some Monkey Fun From Jungle Jinks' (1901) were among the early Sunday features distributed by the McClure Syndicate.
Since the early 1900s, Cobb was based in New York City, where his caricatures and writings appeared in the New York Morning Telegraph Sunday edition. He also picked up illustrating sheet music cover art for publishers like E.T. Paull and Howley, Daviland & Dresser. He launched a short-lived comic art and literary periodical called Pen and Ink (1902), to which Palmer Cox also contributed. His cartoons furthermore appeared in magazines like Puck and the New York Globe, before Cobb moved to Boston in 1906. There, he made his appearance in the Boston Herald and the Boston Post. It was during this period that he developed his comic strips 'Stumble-Toe Joe' (1907), 'Ambitious Teddy' (1907-1908) and 'Meddlesome Millie' (1911).
He eventually became the official cartoonist of the Republican National Committee and returned to New York, where he did artwork for an earlier rendition of Life Magazine. Among his final cartoon work is a series about the "Captains of the Automobile Industry" in 1922. He then focused on making etchings of famous dogs, that earned him several exhibitions across the country until the early 1930s. He died from pneumonia in Valhalla, New York, in 1936.