
Helping AI Agents Network Securely
From SHIFT by Jennifer Strong
March 11, 2026 · 15 min · Season 3 · Episode 23
About this episode
The episode discusses the cybersecurity challenges posed by AI agents and features an interview with Tailscale CEO Avery Pennarun.
How to handle cybersecurity challenges posed by AI agents is about the hottest security topic going at the moment. If you’re wondering why that is, it’s because agents are built to take action - to do things on our behalf - and that challenges a core assumption that’s baked into companies security: that humans make the decisions. Tailscale is a Canadian Unicorn and one of the country’s fastest growing tech companies, thanks in large part to its popularity with AI companies, and increasingly with AI bots too. CEO Avery Pennarun joins us in the latest installment of our oral history project. We Meet: Avery Pennarun, CEO and Co-Founder of Tailscale Credits: This episode of SHIFT was produced by Jennifer Strong with help from Emma Cillekens. It was mixed by Garret Lang, with original music from him and Jacob Gorski. Art by Meg Marco.
People in this episode
Host: Jennifer Strong
Guest: Avery Pennarun
Topics covered
- cybersecurity
- AI agents
- technology
- business
- network security
Keywords
- cybersecurity
- AI agents
- Tailscale
- Avery Pennarun
- network security
- technology
- business
Mentioned in this episode
Organizations: Tailscale
Places: Canada
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- Digital Citizens or Digital Subjects? · June 3, 2026 · 31 min
- How to Build AI for the Physical World · May 27, 2026 · 25 min
- AI's Survival of the Fittest · May 20, 2026 · 20 min
- Teaching Kids to Think About AI—Not Just Use It · May 13, 2026 · 16 min
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