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.

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.

WG is worthless in a CGNAT environment... And as we are in 2025 and time doesn't stop it will be irrelevant for everyone someday, unless they fully support IPv6 (which I don't know if they do, if you can use WG in a CGNATED network with IPv6 I'd like to know though, I am very rusty setting it up, but it might worth checking it out).

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.

Am I totally off-base in thinking that MagicDNS and pluggable DNS nameserver overrides are a huge feature of tailscale?

I love that I can refer to my tailnet devices just via their machine name. I use it everywhere. And also that I can just slot in my NextDNS ID so that any device running tailscale now automatically uses that, and I don’t have to mess with my shared router settings or per device settings. Is all that actually really easy to set up outside of tailscale? Cuz if it is and I just somehow missed that when doing all my research, I’ll happily give plain wireguard or other mesh orchestrators like NetBird a go.

And I already know that mDNS is not the answer. That protocol is simply not reliable enough.

So, I don't run the arr stack, or any of it''s components. In fact, I've never even test run Plex. However, I hear that Emby is a better replacement coupled with Symfonium to take the place of PlexAmp. That seems to be the 'next horse' everyone is switching to, even tho Emby does seem to have some unresolved issues.

I just find the constant grind against profitability and capitalism to be a bit worn. I guess you could say I am fully ensconced in capitalism as I run three tax paying, for profit businesses. The issues I take with capitalism is unbridled, uncontrolled greed...when we place profit over principal. By all means tho, make yo' paper son.

These are my opinions. There are many like them, but these ones are mine.

ME: So, even if Accel doesn't do that, which they haven't done that, they are still guilty of doing that.

YOU: Not what I said.

YOU: What you’re apparently not getting is that even if it’s not happening right now, it will in the end.

So.. even if Accel doesn't do that, which they haven't done that, they are still guilty of doing that. You have no argument, just strong feelings.

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

I mainly use Tailscale (and Zerotier) to access my CGNATED LAN, headscale will require me to pay a subscription for a VPS wouldn't it?

I really envy the guys who say only use them because they're lazy to open ports or want a more secure approach, I use them because I NEED them lol.

If (when?) Tailscale enshitify I'll stick with ZT a bit until it goes the same way lol, I started using it 1st, I don't know if ZT came before Tailscale though.

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.

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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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.

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.

AI SLOPPPPPPPPPPPPP delete this nephew

Maybe this is a pet peeve but it's a vpn tool that forces you to log in with an "identity provider". Yeah, no thanks.

If there's no one who can replace you with someone else, if you don't deliver profit growth that they expect, then there's a chance for you to apply principle over profit because it's up to you. Many if not most corporations however can and do replace corporate leadership that doesn't deliver profit growth with one that does. In these circumstances, leadership can rarely put principle over profit without being replaced. Many if not most of us see the direct effects of this process on our lives, working to get ever more of our incomes and health. This process hasn't stopped and hasn't slowed down. The opposite. This is why you're hearing us grinding against capitalism as we can see the system all around us grinding us down. This is why it's likely you'll keep hearing it and it's likely gonna get louder. I might not have your product in my home. If I do, I might be very happy with it because you're not trying to get as much money out of me as you can. However I am certain without checking that I have Unilever, Kraft, Nestle, PepsiCo, Google and so on, and I know they are. You probably do too and they're probably skinning you just as much. This is what capitalism is for us and we will grind against it because our standard of living is falling and it's not because of people like you. Small businesses have much more in common with us in this, than large corporations, or small corporations funded by large capital of different kinds. I'm an employee of a very large, well known American corporation that has strategically stopped making products that were objectively better for its customers but had lower margins, replacing them with much more expensive, higher margin ones. I'm not getting anything from the difference. Our major shareholders do.

Yeah, I think you missed that. Go back through and reread comments please. Thank you.

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/

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.