
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
More episodes of Law Bytes
- Episode 271: Taking Stock of a Wild Week in Canadian Digital Policy With the Online Streaming Reversal, AI Strategy Release, and Lawful Access Review · June 8, 2026 · 19 min
- Episode 269: Inside the Bill C-22 Committee Hearing for the Case Against Government’s Lawful Access Plans · May 25, 2026 · 34 min
- Episode 268: Sara Grimes on the Moral Panic Behind Banning Kids from Social Media and AI Chatbots · May 11, 2026 · 48 min
- Episode 267: Peter Nowak on Rogers, the Shaw Merger Aftermath, and the Limits of Canadian Telecom Policy · May 4, 2026 · 36 min
- Episode 266: Justin Safayeni on the Ontario Government's Overnight Evisceration of Access to Information · April 27, 2026 · 43 min
- Ep. 265 - Jason Millar on Claude Mythos, Project Glasswing, and the Governance Crisis in Frontier AI · April 20, 2026 · 35 min
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