The strip focused on Skippy Skinner, a young boy living in the city. Usually wearing an enormous collar and tie and a floppy checked hat, he was an odd mix of mischief and melancholy who might equally be found stealing from the corner fruit stand, failing to master skates or baseball, complaining about the adult world, or staring sadly at an old relative's grave ("And only last year she gave me a tie"). The syndicated strip was enormously popular, at one point guaranteeing Crosby $2,350 a week, more than the United States president.
Skippy had several
topper strips on the Sunday page:
Always Belittlin' (Oct 17, 1926 - 1940),
Comic Letter (April 22 - Sept 16, 1934) and
Bug Lugs (Feb 17 - Aug 18, 1935). During the years of the 1930s, Crosby began to suffer a severe drinking problem that compounded with a divorce from his wife. The strip lost readers when papers dropped the strip due to the perception of the strip becoming less funny with its political content, which had bent conservative by the mid-1930s, to the point where he even published a book called
Would Communism Work Out in America? in 1938 that saw him pay for one of the chapters to be published in the
New York Sun paper, which at one point stated the following about then-President
Franklin Roosevelt: "It little becomes Roosevelt to accuse others of tyranny when he has tyrannized over every human soul in this nation. When, by every method, he is attempting to smash the United States government, is Roosevelt any different from the other dictators, now that he has just jumped into the fray?" Repeated audits by the
Internal Revenue Service did not help matters. Negotiations on a new contract failed, and Crosby ended
Skippy in 1945. Crosby's final years were tragic; he was unable to find steady work and drifted further into alcoholism. After a 1949 suicide attempt, he was placed in the asylum at
Kings Park, New York, where he died in 1964, unable to secure release. ==In other media==