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Jeremy Finkelstein has had a diverse work experience spanning various industries and roles. Jeremy started their career at the Government of Canada as a Business Development Associate from 1999 to 2000. Jeremy then worked at Starserra Homes Ltd. as a Marketing Manager from 2001 to 2003. Jeremy later became a Business Advisor - SME Low Carbon Trust at WWF-Canada in 2009. Jeremy served as the Director of Green Enterprise Ontario from 2010 to 2011 and also joined the Toronto Centre for Active Transportation as a Steering Committee member from 2010 to 2012. Jeremy was the Chairman of Clean Air Partnership from 2007 to 2012. In 2004, they became the Managing Editor at COLLECTIONS magazine, where they stayed until 2017. Jeremy's most recent experience involves working at Harvey Kalles Real Estate Ltd. Since their start in 2011, they have held various roles including Director of New Home Sales, Marketing Manager, and currently serves as the Vice President of Marketing & New Home Sales. In 2020, they also became an Official Member of the Forbes Real Estate Council.

Jeremy Finkelstein holds a Bachelor's Degree in Political Science from Concordia University during the period of 1993 to 1997. Jeremy later pursued an MBA in Marketing at McMaster University from 1999 to 2001.