Brewster serves as president and chief executive officer of Alexa Internet, the company behind the free Web navigation service, Alexa.

Prior to Alexa Internet, Brewster invented WAIS (Wide Area Information Server)and in 1989 founded WAIS Inc., a pioneering electronic publishing companyresponsible for putting Dow Jones, the New York Times, EncyclopaediaBritannicaand other companies on the Internet.  Brewster sold WAIS to America Online in 1995.

Earlier in his career, Brewster helped start Thinking Machines, a parallel supercomputer maker in 1983.  There he served as lead engineer and scientist and architected a system used for mining large text collections.

Brewster earned a B.S. from the Massachusetts Institute of Technology (MIT)in1982.  As a student, he studied artificial intelligence with Marvin Minsky and Danny Hillis. 

He is profiled in Digerati:  Encounters with the Cyber Elite (HardWired, 1996).  He was selected as a member of the Upside 100 in 1997, MicroTimes 100 for 1996, 1997 and 1998, and Computer Week 100 in 1995.