As Judith Stein notes, "At times Grooms's humor has an absurdist streak, full of the impetuous energy and preposterous puns of the Marx Brothers.

As an empiricist with a keen political sense and a retentive memory for visual facts, Grooms follows in the tradition of William Hogarth and Honoré Daumier, who were canny commentators on the human condition.

Other artists who showed at City Gallery include Stephen Durkee, Mimi Gross, Bob Thompson, Lester Johnson, and Alex Katz.

In '58 and '59, Tenth Street was sort of like SoHo is now, and it was getting all the lively attention of everyone downtown....We were just kids in our twenties..and had a flair for attracting people to our openings.

"[2] Other Grooms films include:The Big Sneeze (1962), a hand-drawn comic filmed by Rudy Burckhardt; Before an' After (1964), a sadomasochistic comedy that casts Mimi Gross as part dominatrix/part healthclub operator; Fat Feet (1966), a collaboration with Mimi Gross, Yvonne Andersen and Dominic Falcone that begins where Shoot the Moon ends; Tapping Toes (1968-70), which uses his first sculpto-pictorama City of Chicago (1967) as its set; Conquest of Libya by Italy (1912-13) (1972-3), a black and white animation that spoofs that era's newsreels; Hippodrome Hardware (1973), based on Grooms' 1972 live performance of the same name, whose main character Mr. Ruckus is played by Grooms; Grow Great (1974), a live-action short that features Mimi Gross as the household consumer; Little Red Riding Hood (1978), which features his daughter Saskia; and Man Walking Up (1984).

Grooms's genius for rendering the intricacies of architectural ornament is vividly apparent in several three-dimensional vistas of Chicago's famous buildings.

... As I understand he set up the whole tableau for The Treaty on his estate using actors from a touring Shakespeare company Then he had an easel installed in the basket of a hot air balloon tethered at 60 feet, and with the help of sandwiches and birch beer hauled up to him by his wife, painted this great masterpiece in six days.

Along with Gross, he starred in Mike Kuchar's Secret of Wendel Samson (1966), which tells the story of a closeted gay artist torn between two relationships.

Grooms' sculpture The Shootout, which depicts a cowboy and an Indian shooting at one another, drew protests by Native American activists when it was unveiled in Denver in 1982.

He has experimented with numerous techniques, creating woodblock prints, spray-painted stencils, soft-ground etchings, and elaborate three-dimensional lithograph constructions.

In 2018 a gift from Walter and Sarah Knestrick of Nashville of 238 graphic works by Grooms will be installed in new galleries of the Tennessee State Museum.