this post was submitted on 20 Nov 2025
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I have a lot more faith in tailscale holding the fort against enshitification. They at least seem to have planned their business plan around free tier for advertising, and minimising the cost of the free tier traffic. Can't predict the future of course, but from a business model POV, they appear to be well setup.
Headscales main issue is that they rely on the tailscale app, and if the app got paywalled or locked to tailscale, that would kill headscale overnight.
I am very happy with headscale so far though, bit fiddly, but once setup it works very well.
Any company funded by venture capital is coming for your money eventually, whatever they say in the short term.
You're not wrong, but the only difference (and time will tell if its sufficient), is that they intentionally and explicitly use the free tier for advertisement, so killing that kills their reputation overnight.
But if all else fails and they try to enshitify, their apps are BSD licenced on github, and headscale is adequate, so the free tier would just shift to headscale and carry on.