this post was submitted on 09 Jun 2025
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Corporate VPN startup Tailscale secures $230 million CAD Series C on back of “surprising” growth

Pennarun confirmed the company had been approached by potential acquirers, but told BetaKit that the company intends to grow as a private company and work towards an initial public offering (IPO).

“Tailscale intends to remain independent and we are on a likely IPO track, although any IPO is several years out,” Pennarun said. “Meanwhile, we have an extremely efficient business model, rapid revenue acceleration, and a long runway that allows us to become profitable when needed, which means we can weather all kinds of economic storms.”

Keep that in mind as you ponder whether and when to switch to self-hosting Headscale.

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[–] [email protected] 5 points 1 week ago

I always knew it was too nice to stay non-shitty forever.
Guess it's time for me to pester my ISP to let me open some ports

[–] [email protected] 5 points 1 week ago (2 children)

Question: if I setup Headscale on my network, I would have to open a port on my router to connect to it right? And also if I setup Headscale with some cloud provider, could they theoretically go and use the setup to get to my home network? I know its unlikely, I just mean if the technology is like e2e from clients to my home network, or if the cloud headscale 'centre' would be also an unguarded entry point (from the perspective of cloud admins). I hope I am clear 😀 Thanks (btw you probably guess why I currently use Tailscale 😀)

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[–] [email protected] 5 points 1 week ago (37 children)

Headscale is great if you like networking fun, but that aside I'm not understanding why VC funding is such a black mark to the poster. Tailscale doesn't generate meaningful revenue streams as its early-stage, so it has to secure funding to continue operations until they achieve high enough revenue to go public. That's pretty standard in a business life-cycle, though. It seems like the main complaint is that Tailscale is a business. And what about the Linux Foundation? They are funded through private equity. Should you consider switching away because of that?

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[–] [email protected] 5 points 1 week ago (16 children)

Just use normal wireguard, why do you need tails or heads at all?

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[–] [email protected] 4 points 1 week ago (6 children)

What is even the point of tailscale? What can it do that other VPN solutions don't? I feel like this is a problem that was solved like 20 years ago and still we're coming up with novel solutions for some reason. At my company they want to start using tailscale and I don't see why we don't just set up wireguard on a node in our k8s cluster instead

[–] [email protected] 5 points 1 week ago

Because it offers much more than just VPN even though that's what most users use it for. Read their documentation and you'll see

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[–] [email protected] 4 points 1 week ago (6 children)

Didnt even work for me, i use mullvad so if i wanted to use tailscale on my android to connect to my desktop, it wants me to disable mullvad unlike on my desktop..

[–] [email protected] 3 points 1 week ago (1 children)

Tailscale offers a paid Mullvad integration, where you can select most Mullvad servers as exit nodes. Works quite well.

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[–] [email protected] 4 points 1 week ago

Meh. I will keep using it

[–] [email protected] 3 points 1 week ago

Was listening to some computer podcast a while ago and the co-host and ex- hacker was saying that more and more VPNs are getting targeted and it’s just a matter of time we see quite a bit of them owned. (I think he was talking about implementation of VPNs for remote workers, rather than actual VPN providers. Sorry, it was some time ago)

Anyway, the host asked „What about wireguard?“

And the co-host: „Oh yeah, wireguard is solid! But all the services building up on wireguard? … They’ll get popped.“

Doesn’t have to be true, but something to keep in mind.

[–] [email protected] 2 points 1 week ago (4 children)

Yeah and steam is closed source DRM platform. Great software sometimes is worth the trade off.

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