Bob Weber Sr. attended the School of Visual Arts in New York City, and started his career as an illustrator for several local trade journals. Starting in 1959, he made humorous drawings for Laff-a-Day and the Saturday Evening Post, and provided jokes to other cartoonists' comics, like 'Barney Google'. He eventually moved to Connecticut, where he became the assistant of Dick Cavalli on 'Winthrop'.
He created his own strip, called 'Moose Miller', in 1965. The strip is still syndicated by King Features to about 75 papers, under the title 'Moose & Molly'. Weber has additionally taught cartooning at the Smithsonian Institution and several libraries and YMCAs in Connecticut. His son, Bob Weber Jr., is also a cartoonist.