Jackson was the master of ceremonies of the panel quiz show Twenty Questions when it aired on the ABC Television Network starting in early 1953 and ending in May 1955. He then hosted the nighttime version of the popular quiz show Tic-Tac-Dough from its debut on September 12, 1957 through September 1958, yielding that job to Win Elliot for the remaining 13 weeks of the show's nighttime run (September 1957 – December 1958). Jackson was featured on an episode of The Honeymooners in which Ralph Kramden appears on a fictitious television quiz show called The $99,000 Answer, hosted by Jackson. The episode first aired over CBS on January 28, 1956.