Discussing the Conservative dominance in Canadian politics, the podcast explores potential impacts on housing, crime, and media. Analyzing the struggles of the Liberal party, the show speculates on the future under right-wing rule. Guests delve into societal challenges, CBC funding, and the need for listener support in navigating the changing political landscape.

Jen Gerson, editor of The Line and a sharp commentator on Canadian politics, dives into the complex effects of Trump’s tariffs on Canada. She discusses the intricate dynamics between the U.S. and Canada, focusing on the emotional turmoil tariffs cause among Canadians. Gerson explores the urgent need for Canada to adapt its strategy amidst potential shifts in U.S. leadership. The conversation also critiques Canada's low NATO spending and the implications for defense and entitlement programs, painting a vivid picture of the current political landscape.

Justin Ling, a journalist from the Toronto Star, and Jen Gerson, a seasoned political commentator, join Paul Wells to dissect Chrystia Freeland's shock resignation. They explore its ripple effects on the Liberal Party and the Trudeau government. Turmoil within the cabinet surfaces, highlighting loyalty issues amidst tensions. They critique the government’s lack of succession planning and discuss the Liberals' uncertain future as economic challenges loom. Public frustration grows as citizens question the administration's vision and governance.

Jen Gerson, a prominent Canadian journalist at The Line, and Chris Best, co-founder and CEO of Substack, dive into the evolving world of journalism. They explore how Substack is reshaping media dynamics, emphasizing the struggles and successes of independent writers. The conversation touches on the platform's confrontation with Twitter and Elon Musk's unexpected role in boosting its visibility. They also provide practical advice for aspiring journalists, stressing the importance of foundational skills over platform-centric focus, and discuss the essential nature of free speech in today’s landscape.

Chris Best, Co-founder and CEO of Substack, and Jen Gerson, a prominent Canadian journalist, delve into the transformative impact of Substack on the media landscape. They discuss the freedom it offers journalists, allowing for profitable self-publishing. The duo also tackles hot-button issues like Substack's controversial content moderation and the platform's rivalry with Twitter. Personal stories highlight the shift from traditional media roles, emphasizing the need for audience connection and preserving journalistic values in this evolving environment.