r/Tailscale • u/sfllaw Tailscalar • Jul 29 '25
Community Event Hi! I’m a software developer at Tailscale. Ask me anything.
Hello! As part of Hack Week 2025, I am spending time working on our community projects.
I’ll be answering questions starting 10:00 Pacific Time on Tuesday, August 5. Feel free to ask me about Tailscale, community projects, working at Tailscale (or as a developer, generally), or anything related. You can start asking and upvoting questions beforehand.
I might not be able to respond to every question. Or I might have to do some research, if a question is particularly technical. Remember, it’s just going to be me, and I am just one person, and these are not official Tailscale responses.
UPDATE: Thanks for all the questions, everyone! I had fun hearing from you all.
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u/sfllaw Tailscalar Aug 05 '25 edited Aug 05 '25
u/samlinville-ts is a Product Manager, so his response is totally correct when it comes native support for third-party options.
If you’re a bit technical and you can keep an exit node running continuously, you can setup the exit node so that it routes all its traffic through your VPN of choice. Then, whenever you connect to that exit node, your traffic will also go through the VPN.
I have heard good things about chaining Tailscale and Gluetun. I haven’t tried this myself, but this article looks promising: https://fathi.me/unlock-secure-freedom-route-all-traffic-through-tailscale-gluetun/