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Jennifer Bol has over 19 years of experience in legal and business affairs. Jennifer is currently the SVP, Legal & Business Affairs at 9 Story Media Group, a position they have held since September 2020. Prior to this, they worked at Blue Ant Media as a Senior Legal Counsel from October 2018 to September 2020. Jennifer also worked at DHX Media as a Director, Legal & Business Affairs from June 2015 to September 2020. Before that, they held similar roles at 9 Story Entertainment from October 2012 to June 2015, and at CBC/Radio-Canada as a Legal Counsel from October 2011 to September 2012. Jennifer has also worked as an Independent Consultant in Business & Legal Affairs from February 2010 to October 2011, and as a Legal Affairs Consultant at Antenna International from January 2011 to June 2011. Earlier in their career, Jennifer served as the Head of Business & Legal Affairs at Digital Rights Group Limited from October 2007 to February 2010, and as a Company Lawyer at Entertainment Rights Distribution Limited from October 2004 to November 2006. Jennifer started their career as a Manager, Business & Legal Affairs at Alliance Atlantis Broadcasting.

Jennifer Bol attended West Elgin Secondary School, but the specific start and end years are not provided. After completing high school, they enrolled at Carleton University from 1989 to 1993 and obtained a Bachelor of Journalism degree with a specialization in Journalism/Canadian Studies. Following this, they attended the University of Toronto from 1994 to 1997, although their degree name and field of study are not mentioned. No other information about their education history is provided.