Dowling worked for the Cincinnati Enquirer from the late 1960s to 1994. He continues to do sports cartoons for the Cincinnati alternative weekly CityBeat, as of 2006. Dowling often puts a little rodent(called Dirty Rat)at the bottom of his cartoons. The rodent always has something to say. He was known for cartoons of former Cincinnati Reds owner Marge Schott with ever-increasing numbers of cigarettes hanging from her mouth.