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Donald Pickering has a diverse work experience in various leadership roles. Donald is currently serving as the Chief Executive Officer at SysMeta since January 2022. At Olis Robotics, they were the Director from July 2021 and previously the CEO from December 2014 to July 2021. Prior to that, they were the President & CEO at Point Intelligence from March 2014 to November 2014. Donald also served as the CEO at OneOcean from November 2010 to April 2013. Additionally, they were the Founder and CEO at Memetic Systems from September 2000 to October 2005, as well as the Founder and Executive Strategist at Altrec.com from May 1998 to March 2000. Finally, they worked as the Managing Director at USWeb from April 1997 to May 1998, and as the Founder and CEO at Cosmix Inc. from September 1995 to March 1997.

Donald Pickering attended the University of Washington from 1989 to 1991, but it is not specified if they obtained a degree there or the specific field of study they pursued. Subsequently, from 1991 to 1993, they attended the University of Colorado Boulder and earned a Bachelor's Degree in Sociology.