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Samson Jiwan's work experience includes serving as the President at CLIFT since March 2018. Prior to that, they worked as a Service Manager at Weidner Apartment Homes starting in October 2014. In this role, they were responsible for coordinating and implementing maintenance, planning preventative maintenance programs, and supporting assigned facilities. Before that, they worked as an IT Help Desk at Mobilink (Multilynx) from April 2007 to March 2009. Additionally, they served as an Organizer at United Christian Organization from August 2005 to March 2007.

Samson Jiwan began their education at Christian High School, where they studied from 1993 to 1997. After completing high school, they enrolled in the University of the Punjab from 1997 to 1999, where they pursued a Bachelor of Arts (B.A.) degree in Education.

In 2015, Samson attended Lake Washington Institute of Technology and earned an Associate's Degree in Computer Science. Shortly after, they returned to Lake Washington Institute of Technology to pursue another Associate's Degree, this time in Information Technology. The duration of this second degree is not specified in the provided information.