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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[–] ohshit604@sh.itjust.works 6 points 1 month ago* (last edited 1 month ago)

So glad my router supports WireGuard/OVPN server hosting, doing it this way also relieves resources off your homelab and for whatever reason your homelab shuts off or loses network access you can at least rely on your router to re-establish the VPN server without further intervention.

[–] Mordikan@kbin.earth 5 points 1 month ago (9 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?

[–] Feyd@programming.dev 8 points 1 month ago

Not that it is a business but is a specific kind of business. VC funded startups eyeing an IPO more often than not start doing things users are not happy with. Maybe tailscale won't, but might as well be aware what kind of company they are acknowledge there is a decent chance of rugpulls

[–] tequinhu@lemmy.world 6 points 1 month ago (21 children)

Yup, I don't know if that is OP's intention, but I would agree myself with the complaint that "Tailscale is a business"

The way I see it, if it's a business it must generate revenue (either now or down the road), and that is enough to have me worried. I do have a Tailscale registration, and the way they approach email communication is already a yellow flag to me (too many ad emails)

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[–] Ulrich@feddit.org 5 points 1 month ago* (last edited 1 month ago) (7 children)

That's pretty standard in a business life-cycle, though

I don't know where people ever got the idea that normal = acceptable. I hear this used to justify all sorts of awful crap. It was only ever normalized because users were apathetic.

And what about the Linux Foundation? They are funded through private equity. Should you consider switching away because of that?

Does The Linux Foundation have complete control over Linux?

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[–] bonsai@lemmy.dbzer0.com 5 points 1 month ago (4 children)

I never really understood the point of using Tailscale over plain ol' WireGuard. I mean I guess if youve got a dozen+ nodes but I feel like most laymens topologies won't be complex beyond a regular old wireguard config

[–] jbk@discuss.tchncs.de 7 points 1 month ago (1 children)
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[–] Jason2357@lemmy.ca 5 points 1 month ago

NAT punching and proxying when a p2p connection between any 2 nodes cannot be achieved. It’s a world of difference with mobile devices when they always see each other, all the time. However, headscale does all that.

[–] _TheLoneDeveloper_@sopuli.xyz 4 points 1 month ago

Same thing here, either tailscale selfhosted or Netbird selfhosted I'd the way to go for all the nice features, having the free tier or tailscale for personal data never sounded right to me.

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[–] LiveLM@lemmy.zip 5 points 1 month 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

[–] dieTasse@feddit.org 5 points 1 month ago (1 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 😀)

[–] avidamoeba@lemmy.ca 6 points 1 month ago* (last edited 1 month ago) (1 children)

if I setup Headscale on my network, I would have to open a port on my router to connect to it right?

The way I understand it is:

I would have to open a port on my router to connect to it right?

Yes

if I setup Headscale with some cloud provider, could they theoretically go and use the setup to get to my home network?

If they are able to authorize their own node to your Headscale server, then their node gets on your network. If they take over the Headscale node, they might also be able to access your network, either by changing Headscale's config to auth another node or perhaps if the Headscale node is part of the network, which it might be, I don't recall. But I think that's immaterial. If someone takes over the Headscale machine, they can get on your network either way.

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[–] gemappliedfax@lemmy.zip 4 points 1 month ago

Meh. I will keep using it

[–] Goretantath@lemmy.world 4 points 1 month ago (3 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..

[–] milicent_bystandr@lemm.ee 5 points 1 month ago (2 children)

I think that's because both work on Android by being a VPN, and the system can't handle doing two vpns simultaneously

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