Gallico was the highest-paid sports editor in the country in the 1930s, earning $25,000 a year for the New York Daily News from 1923 to 1936. Then he asked for a $70-a-week city-desk job, which enabled him to turn to free-lance writing. He authored 41 books. As a columnist, he fought one round with Jack Dempsey and tried to catch Dizzy Dean‘s curveball so he could tell his readers what it was like. Gallico created the Golden Gloves boxing tournament.