Bruinooge developed an internet game/mystery entitled The Stone in 1995, and launched it as a consumer product in 1997. The game was strongly influenced by the Publius Enigma, a conceptual mystery involving hidden messages in the cover art of Pink Floyd's The Division Bell (1994). The Stone was profiled by Forbes Magazine in 1999 and has been featured in other international journals.
In September 2004, Bruinooge and co-director Scott Jaworski released a film entitled Stoners, covering the activities of an internet gaming community that emerged around The Stone. The film features several tracks from The Division Bell in its soundtrack, used with Pink Floyd's permission.
Bruinooge started the Winnipeg International Film Festival in 2005, and was its executive director until February 2006. The festival including a screening of Stoners during its first year. Some in Winnipeg's arts community believed it was inappropriate for Bruinooge to screen his own film, although it was screened out of competition.
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