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Tailscale has raised $160M

tailscale.com

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Re: Tailscale has raised $160M

#241
post #95

Earlier quoted context omitted.

Same. When my cell has an ip6 ip, I can’t get dns to resolve on my systems at home. I can still access everything by ip4 ip though. I haven’t had time to find a solution yet. I’m still trying to figure out if it’s nginx, pi-hole, router, or Tailscale config related… probably a combination.

I encountered a similar issue when I first started using Tailscale. My fix is simple: disable IPv4 inside Tailscale. Just use the v6 ULA address that begins with fd7a exclusively. This works even if your ISP doesn't support IPv6: the inner IPv6 packets can be encapsulated inside v4 packets. There's unfortunately no GUI to do this; you'll have to change the Tailscale ACL to disable IPv4.

> disable IPv4 inside Tailscale.

TIL this is a thing

> Just use the v6 ULA address that begins with fd7a exclusively.

perfect, this is exactly what I desired

(I'm having an increasingly high number of sad v4 only LAN devices and planned to move to a v4 block that sits way too close to the one Tailscale uses.)

> There's unfortunately no GUI to do this; you'll have to change the Tailscale ACL to disable IPv4.

ah that's why I missed it, thanks!

Re: Tailscale has raised $160M

#242

I just this past weekend was looking into setting up a personal networking solution- and looked hard at TailScale and their competitors. I do not like- that Tailscale has chosen to only allow SSO sign-in - as that forces one to have a Microsoft,Github[MS], Google, or Apple account- and I presume that leaves one at the mercy of those companies for the free option. I will probably eventually cave and use my main accoun…

This is not true. You can run Tailscale with a custom self hosted OIDC provider such as Authelia. https://tailscale.com/kb/1240/sso-custom-oidc

Interesting. I didn't know that you could also use e.g codeberg this way.

Re: Tailscale has raised $160M

#243
post #27
post #2

When I saw the new round, I was instantly worried about change in direction that will most likely come with this, and effectively drive away regular users from a tool that seems universally loved. Similar sentiment can be seen in the discussion from three years ago [1] when they raised $100M. [1] https://news.ycombinator.com/item?id=31259950

When they raised the 100M three years ago, I'm pretty sure they said they didn't need it and were saving it for a rainy day (or words to that effect), always seemed very odd at the time. Two q's for anyone who cares to speculate: have they burnt the original investment already? And if not, why would they need more funding? AFAICS there's no real competition in the market place for their product today, the only thing…

> AFAICS there's no real competition in the market place for their product today

What does this mean? They are competing with regular legacy VPNs for sure. Despite tailscale existing for the last 4 years, none of the large corporate clients even got closed to it. They were all on junk from Cisco, Palo Alto, to connect employees to corp net. A “cutting edge” one might use cloudflare warp.

You might be right that there isn’t much competition for pure distributed, but it turns out the market for that is actually quite small and it’s for people who can’t afford dedicated IPs or cloud instances.

Raising money here is a bad sign IMO unless it’s for a completely new product that requires servers at exchanges to eat CDNs like cloudflare’s lunch.

Re: Tailscale has raised $160M

#244

Earlier quoted context omitted.

> Me and my wife also drop each other pictures of our kids using tailscale now. What application are you using for that (on top of Tailscale, that is)?

Tailscale has Taildrop - built-in peer-to-peer file sharing feature https://tailscale.com/kb/1106/taildrop

Ah, I had totally forgotten about that! Thanks!

Re: Tailscale has raised $160M

#245
post #70

Earlier quoted context omitted.

Hm OK well thinking out loud, $100M / 3 is $33M / year? I don't know much about Tailscale, nor about how much it costs to run a company, but I thought it was mostly a software company? I would imagine that salaries are the main cost, and revenue could cover salaries? (seems like they have a solid model - https://tailscale.com/pricing ) I'm sure they have some cloud fees, but I thought it was mostly "control plane" an…

You're not wrong to think Tailscale is primarily a software company, and yes, salaries are a big part of any software company's costs. But it's definitely more complex than just payroll. A few other things: 1. Go-to-market costs Even with Tailscale's amazing product-led growth, you eventually hit a ceiling. Scaling into enterprise means real sales and marketing spend—think field sales, events, paid acquisition, conte…

> but it may mean building new standards on top of the duct-taped 1980s-era networking stack the modern Internet still runs on.

That’s a path directly into a money burning machine that goes nowhere. This has been tried so many times by far larger companies, academics, and research labs but it never works (see all proposals for things like content address networking, etc). You either get zero adoption or you just run it on IPv4/6 anyway and you give up most of the problems.

IPv6 is still struggling to kill IPv4 20 years after support existing in operating systems and routers. That’s a protocol with a clear upside, somewhat socket compatible, and was backed by the IETF and hundreds of networking companies.

But even today it’s struggling and no company got rich on IPv6.

Re: Tailscale has raised $160M

#246
Still can't wrap my head around that TS does not allow to signup with your custom email/password combination but forces you to use bigtech (GitHub, Apple, Meta etc.) to login. Running your custom OIDC provider as a small, private person does not make any sense either.

Re: Tailscale has raised $160M

#247

I'm a fan of TS and have been a paying customer for work infra for almost a year now. It really is well put together and easy to use, but I do run up against some issues/complaints when diving deep that I hope they can work out: * The pricing tiers and included features by tier penalizes you in frustrating ways. The base plan is a reasonable $6/user/m, but if you want to use ACLs to control anything in a workable way…

"Subnet routing broke on Ubuntu (maybe other distros) recently"

Do you have more infos on this one? I use Debian and that would be a major problem for me.

Re: Tailscale has raised $160M

#248
post #231

Start looking for alternatives already. Nothing good came out of VC rounds and private equity for the end consumers ever.

I understand the cynicism. But this is counter productive. Any venture has to have a finance angle. They are not missionaries.

Sure, but amounts matter.

Re: Tailscale has raised $160M

#249

What is their use case in an IPv6 internet? Or is this another company with a vested interest in stopping IPv6 from happening?

They are a zero-trust networking solution that also traverses IPv4 NATs. Zero-trust networking is a layer above the IP layer. In an IPv6 Internet their capital costs go down, and their product remains valuable for their paying customers. (Free accounts mostly use it for NAT traversal, businesses for the zero-trust encryption.)

Their CEO has been working with (and supporting) v6 for decades both at the executive level (now) and also as an extremely capable software engineer that I personally met with a few times while we were both engineers at Google doing network measurement.

Re: Tailscale has raised $160M

#250
post #27

Earlier quoted context omitted.

When they raised the 100M three years ago, I'm pretty sure they said they didn't need it and were saving it for a rainy day (or words to that effect), always seemed very odd at the time. Two q's for anyone who cares to speculate: have they burnt the original investment already? And if not, why would they need more funding? AFAICS there's no real competition in the market place for their product today, the only thing…

> AFAICS there's no real competition in the market place for their product today What does this mean? They are competing with regular legacy VPNs for sure. Despite tailscale existing for the last 4 years, none of the large corporate clients even got closed to it. They were all on junk from Cisco, Palo Alto, to connect employees to corp net. A “cutting edge” one might use cloudflare warp. You might be right that there…

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