Scrymgeour held the position of national director of the
Progressive Conservative Party of Canada under former
Prime Minister of Canada Joe Clark from 2002 to 2003, resigning as part of the deal between
David Orchard and
Peter MacKay that led to MacKay's assumption of leadership and caused a storm of protest within the party. He was later named the first national director of the new
Conservative Party of Canada. Prior to the
Rose Revolution of November 2003, he delivered political, organisational and election readiness training in the former Soviet
Republic of Georgia. In early 2004, he managed the lead up to
Jim Flaherty's campaign for the leadership of the
Progressive Conservative Party of Ontario. In August 2004, he was hired for a dollar-per-year as an advisor to the
Green Party of Canada by its leader
Jim Harris. In the position paper,
Green and Growing, he outlined a political organization structure that emphasized minimum critical central coordination under an executive director and the building of volunteer-based
electoral district associations. In the
2007 Ontario provincial election, he served as organisation director of the
Green Party of Ontario, delivering the first full slate of 107 candidates in its history. He then served as chief financial officer from 2007 to 2010 and as Campaign Chair for the 2011 Ontario General Election. ==Community==