Two of Montreal's most iconic tech founders — Dax Dasilva (Lightspeed) and Fred Lalonde (Hopper & Deep Sky) — sit down for a rare and candid fireside conversation on building global companies from Canada, surviving the founder rollercoaster, and using technology and capitalism to tackle world-scale problems. From bootstrapping and product-market fit, to IPOs, hypergrowth, culture, leadership, and climate action — this keynote goes deep into what it really takes to build enduring companies. This is not a highlight reel. It's an unfiltered operator conversation. In this keynote, they discuss: Bootstrapping vs venture capital journeys The hardest leadership transitions founders face How company culture is actually built (not what's written on the wall) Product-market fit stories from Lightspeed and Hopper Scaling teams from 10 → 1,000+ people Founder psychology, resilience, and decision-making under pressure Why trust is the ultimate currency with teams and boards Capitalism as a lever for large-scale positive change Climate, carbon removal, and building Deep Sk Conservation, Age of Union, and purpose beyond exits Speakers: Dax Dasilva — Founder & CEO, Lightspeed Fred Lalonde — Co-founder, Hopper; Founder, Deep Sky Recorded live in front of founders and students at North Star in Montreal. If you're a founder, operator, investor, or student thinking about building — this conversation is a masterclass in real-world company building.
Flagship Podcast
The Flagship Podcast brings you inside stories from the Canadian technology ecosystem. You'll hear from founders, investors, builders and learn about their triumphs, hardships and hard earned lessons.
You'll learn about strategies and tactics and about the human side and what it takes to build a thriving technology company which will hopefully help you on your journey.
The Flagship Podcast brings you inside stories from the Canadian technology ecosystem. You'll hear from founders, investors, builders and learn about their triumphs, hardships and hard earned lessons.
You'll learn about strategies and tactics and about the human side and what it takes to build a thriving technology company which will hopefully help you on your journey.Listen on
Substack App
RSS Feed
Appears in episode
Recent Episodes











