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Stealey took a job with General Instrument as their Director of Strategic Planning for their Systems and Service Division in Hunt Valley MD. There he met Sid Meier and co-founded his first game company, MicroProse Software. As CEO he grew the company to over $43 million in annual sales, taking MicroProse Software public in 1991, and selling in 1993 to a Kleiner Perkins company, Spectrum HoloByte. He resigned from the company following the merger.
Stealey started the game software company Interactive Magic in 1995, took it public in 1998, and sold to a private equity firm in 1999. While running iEntertainment Network, Stealey mentioned in a 1996 interview that owned his own military training aircraft and flew it for recreation on a regular basis.
Next Generation listed Stealey in their "75 Most Important People in the Games Industry of 1995" for his roles as former head of MicroProse and then-current head of Interactive Magic. Stealey left the company in 1999, but later returned as CEO in 2002.
- "Interactive Magic". Next Generation. No. 21. Imagine Media. September 1996. pp. 109–110.
- "An Interview with "Wild Bill" Stealey". Next Generation. No. 21. Imagine Media. September 1996. p. 112.
- Ey, Craig S. "Can soccer succeed in Baltimore?" Baltimore Business Journal, Friday, August 8, 1997.
- Sidekicks Opponents: Baltimore Blast (new-MISL) – kicksfans.com.
- "75 Power Players". Next Generation. Imagine Media (11): 53. November 1995.