Helping AI Agents Network Securely

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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