Gallagher's "Jokes On You" Comedy Tour featuring Gallagher, Artie Fletcher, and Bob Nelson

He began honing his own comedy act while hanging out at both the Comedy Store and the Ice House. As his audience grew, Gallagher became most noted for wielding his trademark Sledge-O-Matic. He showered his audience with the pulverized remains of apples, oranges, lettuce, cottage cheese, poundcakes, Big Macs and of course, no show can end without the Watermelon finale. Show goers turn up already Gallagherized, wearing plastic raincoats, goggles, sunglasses, umbrellas, and windshield wipers and refer to the front of the theatre as DeathRow.

Being one of the most thoroughly calculating performers in the world of entertainment, he writes all of his own material, runs his own operation, and does over 100 concerts a year, selling out the majority of them. All of Gallagher's affairs are handled exclusively by his company's, Sold Out Shows and Fun Fun Fun. Gallagher is a self-contained touring business with an agent, promoter and road manager all inhouse. For the last eighteen years, Ruth Ann Hoffman has booked and promoted all of Gallagher's dates across the country. Gallagher calls Hoffman his "Personal Promoter", which he says every performer needs. Due to the fact that Gallagher wanted to be in control of his own business, he took off one hat as a comedian and put on another as a promoter.

A Gallagher concert is an unforgettable experience. He is a keen and original observer of human nature and the American "scene". "My humor makes people think," Gallagher says. "I want people to look more closely at this country and their lives to see the humor and absurdity in it all ...I don't have to make it up, the truth is funny enough."