Convy was born in St. Louis, Missouri, the son of Monica (nee Whalen) and Bernard Fleming Convy. Convy's family moved to Los Angeles when he was seven years old. He later attended North Hollywood High School where he was an all-around athlete. The Philadelphia Phillies offered him a contract when he was just 17 and he played two years of minor league baseball in 1951-52.

In the 1960s and 1970s, Convy was a popular semi-regular panelist on several game shows, including What's My Line?, To Tell the Truth, Match Game (he would later star as the host of the pilot for Match Game '90 in 1989) and Password. He soon took the podium himself as host of several game shows, including the fourth edition of Password (called Super Password) (1984-1989) and Tattletales (1974-1978, 1982-1984), for which he was awarded an Emmy Award for Best Game Show Host in 1977. In 1979, he appeared on Password Plus with fellow celebrity contestants such as Elizabeth Montgomery, Carol Burnett, Phyllis Diller, Judy Norton Taylor, Marcia Wallace and Elaine Joyce.  Convy and Burt Reynolds formed their own production company, Burt and Bert Productions, during the 1980s. Their first production was a game show based on Pictionary titled Win, Lose or Draw, which made its debut in 1987 as part of the NBC daytime lineup and in nightly syndication. Convy hosted the syndicated edition of Win, Lose or Draw for its first two seasons, then left the show to host another of his company's productions, the syndicated 3rd Degree.  When 3rd Degree went to pilot, Peter Marshall was brought in to be the host. When the series was picked up for syndication, however, Convy decided to leave his position as the host of the syndicated edition of Win, Lose or Draw and take Marshall's place on 3rd Degree. Marshall filed a lawsuit against Convy for the action, but later dropped it after Convy's cancer diagnosis was made public.  Around the time that 3rd Degree was cancelled, Convy was called upon by Mark Goodson Productions again to host a week's worth of pilot episodes for a revival of Match Game that Goodson was attempting to sell to ABC.

What was one of his game shows?
What's My Line?,