Sheldon was originally slated to train for a career in textiles, but a scholarship at the American Academy of Dramatic Arts and some work in the theater sidetracked his plans.
On Monday September 14, 1959, Herb Sheldon succeeded Paul Tripp as the third host of WOR-TV Channel 9 NYC's Looney Tunes Show.
Sheldon wore a straw skimmer, bow tie and striped blazer, and set the show against the backdrop of an enchanted cottage in the woods; he would entertain his viewers between the reruns of the cartoons.
He also hosted The Mischief Makers (the syndicated title for the silent Little Rascals films) weekday evenings on WOR from Monday September 19, 1960 to Friday June 9, 1961.
Sheldon also worked with many charities, most notably The United Cerebrial Palsy Telethons with Jane Pickens Hoving, Dennis James and Steve Lawrence and Eydie Gorme.