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The Born Loser began in 1965 as a strip with no central characters that revolved around the loser theme. Gradually, it developed into the comic we see today, starring lovable loser Brutus Thornapple, his wife Gladys, mother-in-law Ramona Gargle, boss Rancid Veeblefester, dim-witted son Wilberforce and the mischievous neighbor Hurricane Hattie O'Hara.

Artist Chip Sansom began apprenticing for his father, Born Loser creator Art Sansom, in 1977. He became a full-time assistant, and gradually took on an ever-increasing role in the drawing and gag-writing duties until his father passed away in 1991.