Episode 270: Roundtable on the Bill C-22 Risks for Canadian Tech Companies Featuring VPN Services Tailscale and Windscribe

Episode 270: Roundtable on the Bill C-22 Risks for Canadian Tech Companies Featuring VPN Services Tailscale and Windscribe

From Law Bytes by Michael Geist

June 1, 2026 · 29 min

About this episode

The episode features a discussion with the CEOs of Tailscale and Windscribe about the implications of Bill C-22 for Canadian tech companies and the VPN sector.

Over the past week, the concerns over Bill C-22, the government’s lawful access bill, continued to mount. Many companies, notably including Apple, Google, Meta, Signal, and DuckDuckGo, have spoken out against the bill. So too has the VPN sector, with some warning that they can’t remain in Canada if the bill goes ahead as is. This week, the CEOs of two of the companies that have spoken out against Bill C-22 join the Law Bytes podcast to explain. Avery Pennerun, the CEO of Tailscale, and Yegor Sak, the CEO of Windscribe, explain their businesses, discuss concerns about mandatory metadata retention and backdoor access to encryption, and consider what the law might mean for the future of their companies in Canada.

People in this episode

Host: Michael Geist

Guests: Avery Penner, Yegor Sak

Topics covered

  • lawful access
  • VPN services
  • metadata retention
  • encryption
  • Canadian tech companies
  • Bill C-22
  • government regulation

Keywords

  • Bill C-22
  • Tailscale
  • Windscribe
  • VPN
  • metadata retention
  • encryption
  • Canadian tech
  • lawful access

Mentioned in this episode

Organizations: Tailscale, Windscribe, Apple, Google, Meta, Signal, DuckDuckGo, Bill C-22

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