After hosting numerous TV game shows, Fleming moved to St. Louis to work as a radio host on the CBS-owned AM news/talk station, KMOX. He co-hosted a midday talk show with Mary Phelan and a weekend radio game show called "Games People Play." He was a collector of Civil War memorabilia including a scale model of a battlefield which was in his basement. Fleming hosted the nationally syndicated radio program "When Radio Was." Fleming retired from broadcasting in 1993.
He appeared as the Jeopardy Host in Weird Al Yankovic's "I Lost On Jeopardy" music video.
The original host of Jeopardy.