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Jonathan Miles has extensive work experience, starting with their role as Director, Corporate Treasurer at Sentrex Health Solutions in 2021. Prior to that, they held the same role at Arterra Wines Canada from 2020 to 2021. From 2017 to 2020, they worked as Director, Tax and Treasury at G Adventures. Before that, they served as Senior Manager, Treasury and Balance Sheet Management at TD from 2013 to 2017, and as Manager, Finance from 2011 to 2013. Jonathan also worked at CPP Investment Board as a Senior Performance Analyst from 2008 to 2011 and as an Operations Analyst from 2006 to 2008. Jonathan began their career at State Street as a Team Leader from 2002 to 2004.

Jonathan Miles attended Saint Mary's University from 1998 to 2002 where they pursued a BComm degree. No specific field of study was mentioned.