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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[–] SanndyTheManndy@lemmy.world 1 points 9 hours ago

Good thing I deleted it from my homeserver a month ago.

[–] callcc@lemmy.world 0 points 10 hours ago

Just came here to say that the guy looks like a creep!

[–] PumaStoleMyBluff@lemmy.world 11 points 1 day 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?

[–] rarbg@lemmy.zip 23 points 2 days ago

Nerds stop recommending corporate crap: challenge: impossible

[–] fmstrat@lemmy.nowsci.com 52 points 2 days ago* (last edited 2 days ago) (4 children)

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 49 points 2 days ago

everything is open source except half of all things.

Lol

[–] heals@discuss.tchncs.de 13 points 2 days ago (4 children)

To be fair, anything the GUI clients do can be done with the CLI which is still open source and on all desktop platforms and headscale is literally their open source control server.

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[–] HelloRoot@lemy.lol 155 points 3 days ago (18 children)

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 47 points 3 days 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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[–] pulsewidth@lemmy.world 36 points 2 days ago (1 children)

I think I'll just keep using tailscale until they start enshittifying, and then set up a Headscale instance on a VPS - no need to take this step ahead of time, right?

I mean, all the people saying they can avoid any issues by doing the above - what's to stop Tailscale dropping support for Headscale in future if they're serious about enshitification? Their Linux & Android clients are open source, but not IOS or Windows so they could easily block access for them.

My point being - I'll worry when there is something substantial to worry about, til then they can know I'm using like 3 devices and a github account to authenticate. MagicDNS and the reliability of the clients is just too good for me to switch over mild funding concerns.

[–] avidamoeba@lemmy.ca 13 points 2 days ago

Yeah, as I said, it's a friendly reminder. I'm personally probably doing it this year. It's entirely possible that enshittification could come even years from now. It all depends on how their enterprise adoption goes I think. The more money they make there, the longer the individual users are gonna be left unsqueezed.

[–] httperror418@lemmy.world 76 points 2 days ago (6 children)

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 day ago (1 children)

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?)

[–] httperror418@lemmy.world 2 points 1 day ago

Honestly, no idea, worth checking their GitHub etc or their status pages if they have any

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[–] Vinstaal0@feddit.nl 17 points 2 days ago (16 children)

Crap, I really need to switch of Tailscale but currently it is an easy way for me to access my stuff outside of home as a temporary solution while I am on a 5G modem.

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[–] lka1988@lemmy.dbzer0.com 84 points 2 days ago* (last edited 2 days ago) (5 children)

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.

[–] fuckwit_mcbumcrumble@lemmy.dbzer0.com 36 points 2 days ago (2 children)

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.

[–] mobotsar@sh.itjust.works 2 points 1 day ago

would you rather ...

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

[–] lka1988@lemmy.dbzer0.com 50 points 2 days ago* (last edited 2 days ago) (1 children)

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.

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[–] ipkpjersi@lemmy.ml 10 points 2 days ago (1 children)

And here I am, still using OpenVPN in 2025 lol

[–] phx@lemmy.ca 4 points 1 day ago (3 children)

Used to run OpenVPN. Tried Wireguard and the performance was much better, although lacking some of the features some might need/want fit credential-based logins etc

[–] _TheLoneDeveloper_@sopuli.xyz 3 points 1 day ago (1 children)

I can highly recommend Netbird selfhosted, it has SSO support, logins, complex network topologies, it uses wireguard under the hood and it's open source.

[–] phx@lemmy.ca 1 points 22 hours ago

That sounds kinda cool. I'll have to check it out. It's kinda hard sometimes to push FOSS stuff in a largercorporate environment but this looks like something I could recommend/build for small-mid private SOHO clients.

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[–] bonsai@lemmy.dbzer0.com 5 points 1 day 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

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.

[–] possiblylinux127@lemmy.zip 9 points 1 day ago* (last edited 1 day ago)

Wireguard doesn't do NAT/Firewall traversal nor does it have SSO

Tailscale manages the underlying Wireguard for you. I would be great if Wireguard had native NAT traversal but that isn't the case.

[–] Jason2357@lemmy.ca 4 points 1 day 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.

[–] jbk@discuss.tchncs.de 7 points 1 day ago (1 children)
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[–] Vanilla_PuddinFudge@infosec.pub 29 points 2 days ago (5 children)

I just replaced my entire setup with base wireguard as a challenge, easier than I expected it to be, and not hard to mimic tailscale.

[–] unit327@lemmy.zip 6 points 2 days ago (1 children)

If you just have to talk from many devices to the one server sure, but Tailscale sure makes it easy for many to many. Also if a direct connection is impossible (e.g. firewall of china, CGNAT etc) tailscale puts a relay server in the middle for you.

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[–] cooopsspace@infosec.pub 25 points 2 days ago* (last edited 2 days ago) (3 children)

Friendly reminder that Tailscale is VC-funded and driving towards IPO

You know what's to come.

The answer to the question is immediately. Or switch to OpenZiti or Pangolin even.

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[–] Wahots@pawb.social 44 points 3 days ago (18 children)

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

[–] avidamoeba@lemmy.ca 52 points 3 days ago (2 children)

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.

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[–] possiblylinux127@lemmy.zip 14 points 2 days ago* (last edited 2 days ago) (1 children)

I'm not that worried as there are alternatives like Netbird. The underlying tech really isn't hard to replicate since Wireguard is pretty standard.

I think it would be cool if Tailscale made it into the enterprise arena.

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