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submitted 1 month ago* (last edited 1 month ago) by avidamoeba@lemmy.ca to c/selfhosted@lemmy.world

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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[-] HelloRoot@lemy.lol 54 points 1 month ago

a long runway that allows us to become profitable when needed

Switch to self-hosting headscale when they enshittify in an attempt to become profitable, duh

[-] three@lemmy.zip 10 points 1 month ago

Been meaning to do this. Tailscale was just there and easy to implement when I set my stuff up. Is it relatively simple to transition?

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[-] Wahots@pawb.social 13 points 1 month ago

Are there better alternatives? I was planning on using tailscale until now. :P

[-] avidamoeba@lemmy.ca 16 points 1 month ago

For me personally, the next step is using Headscale - a FOSS replacement of the Tailscale control server. The Tailscale clients are already open source and can be used with Headscale.

Someone else could give other suggestions.

[-] JoMiran@lemmy.ml 6 points 1 month ago

I've been meaning to switch from Tailscale to Headscale but I have been to busy. Do you have any instructions, write-ups/walk-thrus you could recommend to set this up? I have three sites with 1GB internet I can use. One has a whole house UPS but dynamic IP, another has a static IP but no UPS, and the third is Google fiber with no UPS, but I can use the app to get the current IP anytime. I also own a number of domain names I could use.

[-] avidamoeba@lemmy.ca 2 points 1 month ago* (last edited 1 month ago)

No writeups. I tried following the Headscale doc for a test last year. Set it up on the smallest DigitalOcean VM. Worked fine. Didn't use a UI, had to add new clients via CLI on the server. When I set it up for real, I'd likely setup a UI as well and put it in a cloud outside of the US. It would work at home too but any other connection would die if my home internet dies or the power does. E.g. accessing one laptop from another, or accessing the off-site backup location.

[-] MangoPenguin@piefed.social 8 points 1 month ago* (last edited 1 month ago)

Wireguard if you're just using it yourself. Many various ways to manage it, and it's built in to most routers already.

Otherwise Headscale with one of the webUIs would be the closest replacement.

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[-] candyman337@sh.itjust.works 4 points 1 month ago

I use the built in wireguard VPN in my router. If you just need local network access elsewhere it's usually really easy to setup if your router provides it. I would look into it!

[-] exu@feditown.com 2 points 1 month ago

A bunch really, Headscale with Tailscale client, Nebula VPN, Netmaker, Zerotier.

[-] 4k93n2@lemmy.zip 2 points 1 month ago

ive been eyeing up netbird but havnt got around to trying it yet. its fully open source at least, and theyre based in germany is anyone cares about that

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[-] ChickenAndRice@sh.itjust.works 11 points 1 month ago

If I host headscale on a VPS, is that as seamless of an experience as Tailscale? And would I miss out on features, like the Tailscale dashboard? How does the experience change for me (an admin type) and my users (non-technical types)?

[-] MangoPenguin@piefed.social 6 points 1 month ago* (last edited 1 month ago)

There are some community webUIs for Headscale, headplane in particular looks pretty good: https://headscale.net/stable/ref/integration/web-ui/

I'm not sure otherwise how different the experience would be.

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[-] 30p87@feddit.org 11 points 1 month ago

What's the benefit over just WG?

[-] Starfighter@discuss.tchncs.de 18 points 1 month ago* (last edited 1 month ago)

You dont need to manually handle the WG config files. This isn't really an issue when it's just you and your two devices, but once you start supporting more people, like non-technical family members, this gets really annoying really quickly.

Tailscale (and headscale) just require you to log in, which even those family members can manage and then does the rest for you. They also support SSO in which case you wouldn't even have to create new accounts.

[-] avidamoeba@lemmy.ca 9 points 1 month ago

Easier/zero configuration compared to manual WG setup. Takes care of ports and providing transparent relay when no direct connection works.

[-] lepinkainen@lemmy.world 3 points 1 month ago

Your tech illiterate grandma can set it up. It’s that easy.

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[-] PumaStoleMyBluff@lemmy.world 8 points 1 month ago

become profitable when needed

By what, laying off all QA and support staff and half your developers the moment a single quarterly earnings report isn't spotlessly gilded?

[-] supersquirrel@sopuli.xyz 7 points 1 month ago* (last edited 1 month ago)

pre-emptive pikachu face strike

[-] lka1988@lemmy.dbzer0.com 6 points 1 month ago* (last edited 1 month ago)

Tailscale never sat right with me. The convenience was nice, but - like other VC-funded projects - it followed that ever-familiar pattern of an "easy" service popping up out of nowhere and gaining massive popularity seemingly overnight. 🚩🚩🚩

I can't say I'm surprised by any of this.

Would you rather a difficult and hard to use program?

Easy to use means people will want to adopt it, and that's what VC companies want. Nobody wants to pay millions of dollars to make a program that nobody wants to use.

[-] lka1988@lemmy.dbzer0.com 3 points 1 month ago* (last edited 1 month ago)

My problem isn't directly with the programs - my problem lies with VC funding in general. Because they will come back for their money, and the project will inevitably enshittify and shove out enthusiasts in the never-ending search for infinite money.

The solution is getting rid of VC bullshit entirely. But we all know that will never happen.

[-] mobotsar@sh.itjust.works 2 points 1 month ago

would you rather ...

If it means no VC, yes, without a doubt. That's kind of the point.

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[-] chameleon@fedia.io 6 points 1 month ago

They also had a major ass security issue that a security company should not be able to get away with the other day: assuming everyone with access to an email domain trusts each other unless it's a known-to-them freemail address. And it was by design "to reduce friction".

I don't think a security company where an intentional decision like that can pass through design, development and review can make security products that are fit for purpose. This extends to their published client tooling as used by Headscale, and to some extent the Headscale maintainer hours contributed by Tailscale (which are significant and probably also the first thing to go if the company falls down the usual IPO enshittification).

[-] surph_ninja@lemmy.world 3 points 1 month ago

Isn’t that the entire design philosophy of tailscale?: reduce friction, at the cost of some security.

If security is your main priority, you should be using more secure options, even if they are less convenient or tougher to maintain.

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[-] deur@feddit.nl 4 points 1 month ago

I've realized how easy it is to just actually run a network rather than half ass it with tailscale. I recommend this, it's fun.

[-] rarbg@lemmy.zip 3 points 1 month ago

Nerds stop recommending corporate crap: challenge: impossible

[-] Goretantath@lemmy.world 3 points 1 month ago

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..

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[-] anachrohack@lemmy.world 3 points 1 month ago

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

[-] NuXCOM_90Percent@lemmy.zip 5 points 1 month ago

If you are capable of setting up your own personal VPN, you don't need Tailscale. You still may want to use it though, depending on how much of a novelty Network Fun is for you in your spare time.

For me, the main advantage to Tailscale et al is that it is on a per device basis. So I can access my SMB shares or Frigate setup remotely while still keeping the rest of my internal network isolated( to the degree I trust the software and network setup). You CAN accomplish that with some fancy firewall rules and vlanning but... yeah.

[-] witx@lemmy.sdf.org 3 points 1 month 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

[-] lepinkainen@lemmy.world 2 points 1 month ago

Because I can have 3 phones, 2 tablets, 3 computers and 4 server on the same Tailnet in 15 minutes when starting from scratch

[-] anachrohack@lemmy.world 1 points 1 month ago

I guess that's neat but I don't think I've ever needed more than one connection to a corpo VPN at a time

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[-] httperror418@lemmy.world 3 points 1 month ago

I'm unsure if it has been mentioned, but a similar tool which is open source (you can run the backend unlike tailscale), netbird

https://netbird.io/

[-] sonosonic@lemy.lol 2 points 1 month ago

Is there an issue with Netbird's servers at the moment? In my testing devices are connected and reach eachother, but the web admin is missing a lot of functionality compared to what's in the docs. The peer devices section is there, but everything else, user settings, rules etc, isn't showing/says I don't have admin permission (of my own account.. Lol?)

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[-] fmstrat@lemmy.nowsci.com 3 points 1 month ago* (last edited 1 month ago)

Join our Discord server for a chat and community support.

Sigh...

And even worse:

Everything in Tailscale is Open Source, except the GUI clients for proprietary OS (Windows and macOS/iOS), and the control server.

[-] drmoose@lemmy.world 2 points 1 month ago

everything is open source except half of all things.

Lol

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[-] Franconian_Nomad@feddit.org 2 points 1 month 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.

[-] Mordikan@kbin.earth 1 points 1 month ago

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?

[-] tequinhu@lemmy.world 6 points 1 month ago

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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[-] lka1988@lemmy.dbzer0.com 3 points 1 month ago* (last edited 1 month ago)

The problem, though, is that VC-funded projects bite off way more than they can chew from the start and have to enshittify to keep shareholders happy at that level.

Growth for the sake of growth is a fundamentally broken concept. Tailscale provides a free service that many use. They already offer a paid support tier for companies, like other certain FOSS projects do, so why not call it good there? Grow based on actual customer needs, instead of shareholder bullshit "needs" (line must go up 🙄).

[-] Ulrich@feddit.org 3 points 1 month ago* (last edited 1 month ago)

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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[-] Revan343@lemmy.ca 2 points 1 month ago

It seems like the main complaint is that Tailscale is a business. And what about the Linux Foundation?

The Linux Foundation is not a business.

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this post was submitted on 09 Jun 2025
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