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During that time, he made his first game show appearance on an episode of Tattletales, alongside then-wife Jo Ann Pflug.
Starting as a singer, Woolery appeared on an episode of Your Hit Parade.
They signed to Columbia Records and achieved a Top 40 hit with "Naturally Stoned" in 1968, bringing the duo one-hit wonder status.
During this time he worked as a truck driver to supplement his income. As a solo artist he released five records with Columbia.
After 1970 he signed with RCA and released "Forgive My Heart." In 1971, another single "Love Me, Love Me" failed to make any impact. In the late 1970s, he returned to his singing career.
"They wanted the boy to do sports and the girl to do the dances and stuff that was going on in the Twin Cities -- very sexist -- and play music once a week." He hosted that show for two years before attending the University of Minnesota and doing a three-year stint in the Marines, according to the Bay Area Radio Museum.
Woolery has been married four times, and has at least 5 children.
Woolery and his first wife, Margaret Hays, had two children together: Katherine and Chad.
Lange was known for blowing a kiss goodbye to the audience at the end of each episode.
"Jim Lange was one of the great show hosts of television.
He also hosted his own talk show, The Chuck Woolery Show, which lasted for only a few months in 1991. at Harrah's casinos, and appeared in the live stage show "$250,000 Game Show Spectacular" at the Las Vegas Hilton until April 2008.