

Table Ronde with Cherif Habib (Dialogue)
Cherif Habib is the CEO of Dialogue, one of Canada’s most influential health-tech companies, transforming how millions of people access healthcare.
Under his leadership, Dialogue scaled from a fast-growing Montreal startup into a national virtual-care leader — and ultimately joined forces with Sun Life in a landmark acquisition. Cherif operates at the intersection of technology, healthcare, leadership, and scale.
Topics on the menu:
🚀 Scaling a mission-driven company from startup to category leader
🧠 Leading through hypergrowth, pressure, and executive-level decisions
🤝 Navigating acquisitions, boards, governance, and big-company dynamics
🏥 Building and innovating in healthcare — one of the hardest industries to disrupt
🎯 What founders get wrong about scale, leadership, and impact
What is Table Ronde?
Table Ronde is a curated space for people who are building.
In a world full of noise, advice is everywhere — but real experience is becoming harder to find and access.
Table Ronde exists to bridge aspiration and real experience.
We bring builders together with founders, investors, and executives who share what really happened — the context, constraints, and tradeoffs behind real outcomes.
No fluff. No polish.
Just honest conversations and real human connection.
Signal over noise.