Stewart found a job and started creating game shows for Goodson-Todman Productions in 1956. One of the first game shows he created was The Price is Right aired on NBC and was hosted by Bill Cullen. The second game show Stewart created was To Tell the Truth the same year. The third was Password in 1961. In 1964, Stewart left Goodson-Todman and formed his production company Bob Stewart Productions.
His first production for his independent company was the game show Eye Guess that aired in 1966 and was co-produced by Filmways and lasted until 1969. In 1973, he created the successful Pyramid game show series starting with The $10,000 Pyramid with his son
Sande Stewart who joined his father the same year and produced the series and also formed another production company Basada, Inc. on February 23, which was named after his sons: Barry, Sande, and David Stewart. As years went by, the series changed its name from The $10,000 Pyramid all the way to The $100,000 Pyramid.
In 1978, Bob Stewart Productions was relocated to Los Angeles, California, with its first syndicated program at its new location, The Love Experts. Programs already on air in the meantime were still taped in New York, mainly The $20,000 Pyramid and Pass the Buck. In 1982, Stewart revived The $25,000 Pyramid, but to keep the name and the game show confused with Cullen's version, the format was renamed as The New $25,000 Pyramid with Dick Clark as host. The show was taped at CBS Television City in Hollywood, California. The same year, Bob and his son Sande created the unsold game show
Twisters. It would be the first game show credited by Bob Stewart & Sande Stewart Productions (which would officially exist starting in 1987). Another game show was Go, that was based on the bonus round of Chain Reaction produced alongside his son, Sande one year later.
In 1985, Bob Stewart formed another production company called Bob Stewart Cable, Inc. for game show programs produced for cable. There were only two game shows produced under this banner, which were taped in two Canadian cities and produced for the USA Network. The first was Jackpot!, a revival of Stewart's 1974 series, which was taped in Toronto. The other was The New Chain Reaction, a revival of Stewart's short-lived 1980 series, which was taped in Montreal. By 1987, Bob Stewart was semi-retired, and his son Sande took over operations. In 1990, the company was renamed again as Stewart Television, while the cable production company was likewise renamed Stewart Cable TV, Inc..
A short time later, Sande Stewart formed Stewart Tele Enterprises and produced the revived The $100,000 Pyramid in 1991, which was hosted by John Davidson and was canceled in 1992 after its second season, the same year Bob Stewart fully retired.
In 1994, Bob Stewart sold his company to Sony Corporation. Sande, in the meantime, went ahead and created and produced more game shows with his own independent company
Sande Stewart Television. A majority of Bob Stewart's game shows Sony owns has been aired on GSN. Two of Bob Stewart's game show formats have been revived into new incarnations. They were Pyramid and was hosted by Donny Osmond in 2002 for syndication and Chain Reaction in 2005 produced by British television producer Michael Davies' production company Embassy Row in association with and distributed by Sony Pictures Television aired on GSN and was hosted by Dylan Lane. Ironically, Embassy Row would be acquired by Sony Pictures on January 14, 2009.
Today, Stewart Television is an active in-name-only unit of Sony Pictures Television.