Michael Diamond

Founding Principal

Michael Diamond is a campaign strategist and political commentator who has served as a senior advisor to politicians and political parties across Canada.

Having worked on over twenty political campaigns in five provinces, Michael is a specialist in grassroots engagement who has helped leverage the power of stakeholders for well-known clients in Canada, the US, and Australia.

Among his more noteworthy accomplishments, Michael served as the Director of Operations to Toronto Mayor Rob Ford in 2010, when he co-chaired the “get out the vote” effort, campaign manager for Doug Ford's successful 2018 Progressive Conservative Party leadership bid (the highest membership participation race in the party's history), and Campaign Director for the Progressive Conservative Party of Ontario’s 2018 general election campaign.

In addition to his government relations work, Michael is a regular contributor to Canadian media, where he offers his insights on politics and culture. Michael understands what it takes to win – both in political war rooms, and in the kitchen, where he enjoys being an amateur chef.

The Upstream Team.

Greg Kourtoff
Operations Manager & Senior Digital Advisor
Brooklyn Mattinson
Senior Consultant
Patrick Tuns
Principal
Chris Chapin
Principal