In this article I reflexively explore my recent experiences as a Métis environmental activist, educator, and academic with the historic rise of the New Democratic Party in Alberta, Canada which was quickly followed by the victory of the federal Liberal Party, toppling conservative dynasties at both levels. This autoethnograhic inquiry also considers activist educator burnout and insider/outsider dynamics through a lens informed by Marcuse's theory of repressive tolerance. This line of theoretical inquiry and reflection is significant due to the unprecedented shift in government that recently occurred in Alberta, a region under intense environmental scrutiny, which bears implications for the rest of Canada, North America, and the world.