When actor Edward Asner portrayed a city editor Lou Grant, he sought Judge's advice about the nuances of running a newsroom.
Judge then joined the Chicago Sun-Times as the metropolitan editor and associate editor, where he directed a series and other projects that won over 20 state and national awards, which the series by Charles Nicodemus killed the plan to establish a new central library and set the stage for the Harold Washington Library.
At the newspaper's 150th anniversary celebration in 2004, Chief Judge Joel M. Flaum of the 7th Circuit U.S. Court of Appeals said, "The paper has bound many generations of lawyers together.
"[8] Upon Judge's retirement in 2007, former Illinois Supreme Court Chief Justice Thomas R. Fitzgerald stated "He has endeared himself to hundreds, if not thousands, of lawyers because of his integrity.
[10] The blue ribbon panel's response to the University of Illinois clout scandal included recommendations of reforms to improve the fairness and transparency of the admissions process.
Along with Neal Samors, Judge co-authored Chicago's Lake Shore Drive: Urban America's Most Beautiful Roadway.