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Ivan Drucker has a long history of work experience in the technology industry. Ivan began their career in 1996 as a Quality Lead at Apple Computer, where they were responsible for all areas of quality for Mac OS X Classic Environment and Macintosh Application Environment 3.0. In 1999, they moved to Sotheby's where they served as an Application Developer and then Director of Site Authoring and Tool Development. In 2002, Ivan founded IvanExpert Mac Support, where they are currently the Founder and Chief Technology Expert. Ivan is an Apple Certified Support Professional and a member of the Apple Consultants Network, and their areas of expertise include Applescript, the command line/UNIX, data extraction and recovery, Macs on a Windows network, and creating sync systems between the Mac and mobile devices.

Ivan Drucker attended Lewis & Clark College from 1990 to 1994, where they earned a Bachelor of Arts in Communication and Philosophy.