Season 1 of Hollywood Squares premiered on September 14, 1998.
Season 2 of Hollywood Squares premiered on September 13, 1999.
Season 3 of Hollywood Squares premiered on September 4, 2000.
Season 4 of Hollywood Squares premiered on September 10, 2001.
Season 5 of Hollywood Squares premiered on September 16, 2002.
Season 6 of Hollywood Squares premiered on September 8, 2003.
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