The Cloudcast

Zero Config VPNs


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Maya Kaczorowski (@MayaKaczorowski, Product @Tailscale) talks about the new world of remote systems access, zero-config VPNs, and why everyone loves using Tailscale. 

SHOW: 643

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SHOW NOTES:

  • Tailscale (homepage)
  • WireGuard
  • How NAT traversal works blog post
  • How Tailscale works blog post
  • BSidesSF talk: WireGuard from the ground up

Topic 1 - Welcome to the show. Tell us a little bit about your background.

Topic 2 - Let’s start with some praise and some confusion. We see tons of people saying “we love Tailscale”, and yet most people hate VPNs or are trying to get rid of VPNs. Help us get smart about what Tailscale does. 

Topic 3 - Step back a little bit. Help us understand what a modern CISO has to think about regarding remote access vs. zero trust vs. encrypting communications? What are the critical things they worry about?

Topic 4 - What are some of the unique things that Tailscale does with VPNs? Why does everyone seem to love using it? 

Topic 5 - Tailscale seems to work on all the modern OSs (iOS, Android, Windows, Linux, etc.). How does Tailscale work with existing networking devices? 

Topic 6 - What are some of the common customer outcomes that happen when they enable Tailscale? What lessons can be learned from this approach?

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  • Twitter: @thecloudcastnet
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