Roberta Gregory was born in in 1953, the daughter of Disney artist, Bob Gregory. She was educated at the state university at and began her comic book career in 1974 with contributions to the ground-breaking all-female anthology, Wimmen’s Comix and other 70’s undergrounds. She created the strip, Feminist Funnies, and in 1976, published the first issue of Dynamite Damsels, considered to be the first regulation-sized comic book to be published by one woman. One of the characters in this book, Midge McCracken, evolved into Bitchy Bitch, who debuted in 1989. In that same year, Roberta left and relocated to , where she has lived ever since.
From 1991 to 2004, Bitchy appeared in the 40-issue series, Naughty Bits, published by Fantagraphics. Bitchy Bitch, who spend her entire existence as the poster child for the encouragement of anger management training, had a lesbian counterpart, Bitchy Butch. Starting in 1999, Bitchy Bitch was featured in the animated series, Life’s A Bitch, that appeared on The Comedy Network in and on the Oxygen Network in the
Gregory’s other credits include Winging It, a fantasy graphic novel, the comic strip Sheila and the Unicorn and the 3-issue series, Artistic Licentiousness.
Gregory has received several nominations for Eisner Awards over the years in the categories of Best Short Story, Best Writer, Best Humor Publication and Best Artist/Writer. In 1994, she was recipient of the Inkpot Award at the San Diego Comic-Con.