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Gary Chevsky (born 11 September 1972 in Odessa, USSR) is an American entrepreneur, engineer and was the founding architect of Ask.com. He's currently Chief Development Officer at Tango mobile video and audio-over-IP calling service for consumers.
In 1992, Chevsky was hired by Garrett Gruener, fellow Berkeley grad and eventual co founder, to help write programing for the Ask Jeeves concept site. After parting ways, he went on to work for Informix before reconnecting with Gruener in 1995. From 1995 to 2006, Chevsky worked on question answering and information-retrieval technologies at Ask Jeeves (now Ask.com). Subsequently he served as Vice President of Engineering at Symantec Corporation in its Consumer Business Unit (known for its Norton brand), developing web security technologies such as Norton Safe Web. From 2009 to 2011, he served as Vice President of Product Development, Operations & IT for YouSendIt (now Hightail). In July 2011, Chevsky was hired at Tango, a video calling company, to oversea their engineering operations.
He immigrated to the United States in 1988 and settled in San Francisco, California. Chevsky studied Computer Science at the University of California Berkeley. He holds 5 patents  in the area of natural language processing and search/information retrieval, and is also featured  in the Search Engine exhibit in the Computer History Museum in Mountain View, CA.
- Association, UCSD Alumni. "@UCSD: Ask Jeeves". ucsdmag.ucsd.edu. Retrieved 2017-05-22.
- "YouSendIt Strengthens Executive Team with Ask.com Founding Member". News Blaze. 7 April 2009. Retrieved 15 September 2010.
- "Tango hires YouSendIt executive to head engineering expansion – East Bay Times". Retrieved 2017-05-22.
- http://www.freepatentsonline.com/7403938.html, 7639162, 7911362, 7912634 and 20070078842)
- Searching for Profit: Gary Chevsky: Banners and Pop-Ups