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A combination of our newsletter and other posts, where we talk about Tailscale, WireGuard®, 2-factor auth, and other networking-related topics.

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Tailscale for DevOps: On-demand access to your Tailscale resources with Sym

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Managing privileged access can help improve security by reducing unnecessary access to sensitive resources and customer data. With Tailscale ACLs, you can already manage access to company resources and restrict access with “default deny” rules.

But what if there’s an emergency, and the person on call needs to access your production environment? Solving this is why we’re excited to partner with Sym! Now, users can easily request temporary access to sensitive resources in Tailscale via Slack. These requests can then be approved by team members directly in Slack, or even be automatically approved for certain people — such as on-call engineers.

Tailscale logo connecting to Sym logo

Tailscale for DevOps: On-demand access to your Tailscale resources with ConductorOne

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Modern governance and access control policies for sensitive resources like production nodes, databases, and SSH access to servers on Tailscale can sometimes lead to extra work when requesting and approving on-demand access. Fortunately, Tailscale ACLs already let you manage access to company resources and restrict access with “default deny” rules.

But what if you want to automate Tailscale access requests and approvals so that on-call employees and engineers can get access to sensitive resources where and when they need it? That’s why we’re really excited to partner with ConductorOne, which pulls your Tailscale identities and ACLs into a centralized, automated identity security control center that gives you greater control over who has access to what and — crucially — when.

Tailscale logo connecting to ConductorOne logo

July Tailscale newsletter

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It has been an eventful July for the team here — and we’ve been busy with new features (we have a status page), a new version (Tailscale v.1.28), and a growing learning library. Here’s all that, plus some of the meaningful contributions from our community that help make our vision of a more human internet possible.

Tailscale for DevOps: On-demand access to your Tailscale resources with Indent

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As your teams grow and become more distributed, it makes sense to limit an employee’s access based on their job function rather than to give everyone persistent access to your production environment. This not only lets you manage sensitive resources such as customer data more effectively, but it also reduces the risk of accidentally impacting production — for example, by running a query meant for your staging environment. This doesn’t mean you want to prevent the legitimate use of these resources, such as when someone’s on call, but simply to ensure they only have access when they’re on call.

Following the principle of least privilege, teams should limit access to sensitive production resources to only those who need it, and only when they need it. Tailscale ACLs already let you manage access to company resources and restrict access by default with “default deny” rules. But what if someone needs access to a server they don’t normally use? That’s why we’re excited to partner with Indent — so members of your team can easily request, and reviewers can easily approve, time-bounded access to these resources without ever leaving Slack.

Tailscale logo connecting to Indent logo

Putting Tailscale on the Steam Deck

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Tailscale lets you connect your computers to each other so that you can use them together securely. As technology continues to advance, we’ll be carrying around more and more devices that, for convenience, we’ll call “computers.” Some of them are more limited than others, but today I want to talk about one device in particular: the Steam Deck by Valve. The Steam Deck is a handheld Linux computer that is used for playing desktop-grade PC games. Its portability allows you to take your Steam library on the go with you anywhere, just like a Nintendo Switch. The Deck is also notable because it runs a variant of Arch Linux called SteamOS. Valve’s philosophy is that the Steam Deck is just a PC. It is open and hackable for anyone to modify to fit their needs. Valve even gives you the drivers to install Windows on the Deck, in case you want to.

June Tailscale newsletter

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In June, we launched Tailscale SSH into beta. Featured community contributions include Pat Reagan documenting their experience with Tailscale SSH, and Kris Nova recording a Twitch tutorial on how to use Tailscale.

Introducing Tailscale SSH

Today we’re delighted to introduce Tailscale SSH, to more easily manage SSH connections in your tailnet. Tailscale SSH allows you to establish SSH connections between devices in your Tailscale network, as authorized by your access controls, without managing SSH keys, and authenticates your SSH connection using WireGuard®.

Many organizations already use Tailscale to protect their SSH sessions — for example, to allow users to connect from their work laptop to their work desktop. Since Tailscale allows you to connect your devices in a virtual private network, and use access controls to restrict communications between them, we thought, “Why do we need SSH keys? Let’s just make SSH use your Tailscale identity.” And so we did.

For sensitive high-risk connections, such as those connecting as root, you can also enable check mode. Check mode requires a user to re-authenticate with your SSO (or to have recently re-authenticated) before being able to establish a Tailscale SSH connection.

Animation of re-authenticaitng in the browser when using SSH to connect as a root user on the host demo.

When using check mode, if you haven’t recently authenticated, you need to re-authenticate before establishing a Tailscale SSH connection.

Read on to learn more about what Tailscale SSH is, how it compares to other SSH solutions, and how to start using it in your tailnet.

Roll out Tailscale as a standalone macOS app

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Tailscale runs on many platforms, including macOS, and has a macOS version available in the App Store. If you’re using macOS at work, however, your team might not be able to roll out Tailscale to your entire organization if not everyone has an Apple ID. In this case, it’s common to use a mobile device management (MDM) solution that allows you to distribute applications that are not available in the App Store.

Starting with Tailscale v1.26, you can install Tailscale as a standalone macOS application. The standalone macOS application has all the same functionality as the version distributed in the App Store.

May Tailscale newsletter

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It was another busy month for our growing team! We saw many of you virtually at Gitpod’s DevX conference, DockerCon, or in-person at BSidesSF. As a fully remote company, we’re looking for motivated individuals who can think on their feet, enjoy collaborating with highly technical teams, and are comfortable working asynchronously. See our open roles in this month’s newsletter, and learn more about our company vision.

Tailscale is officially SOC 2 compliant

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At Tailscale, we are ridiculously passionate about security and privacy—so much so that we built a product that, by design, can’t see your data. We don’t even want to see your data. Behind the scenes, we’ve been completing security audits, working with expert cryptographers to validate our key management, and ensuring we lock down access to our production environment.

We’re excited to announce that we’ve received our SOC 2 Type I report, reaffirming our commitment to security. Let’s dig into how Tailscale applies security controls to protect your information.

Latacora and Tailscale: A conversation on compliance

When Tailscale started working toward SOC 2, we started to ask some fundamental questions about growing and continually improving our security posture. This led us to partner with Latacora, a security firm that specializes in building information security practices for startups.

Tailscale extension for Docker Desktop launches at DockerCon

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You can use Tailscale to securely connect to the resources you need for development, including internal tools and databases, no matter where you are or where your development environment lives.

Today, as part of DockerCon, we’re excited to launch our Tailscale Docker Desktop extension. The Tailscale extension for Docker Desktop makes it easy to share exposed container ports from your local machine with other users and devices on your tailnet.

Use Tailscale in Docker Desktop to share a staged copy of your work with a colleague as part of a code review, or share in-progress feedback with teammates. Or access production resources from your development environment, such a database, a package registry, or a licensing server. Because Tailscale works with SSO from your identity provider, Tailscale makes it easier to safely share what you’re working on with anyone in your organization, based on access controls.

Tailscale raises $100M… to fix the Internet

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We’ve raised $100M in a Series B financing led by CRV and Insight Partners, with participation from our existing major investors: Accel, Heavybit, and Uncork Capital, along with a cast of many prominent angels and smaller investors.

April Tailscale newsletter

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We are happy (Canadian-level happy) to share that Tailscale has raised a US$100M Series B! We could not have achieved this investment without you, reader. This community sharing and using Tailscale has been our springboard to the success of our product. So, thank you! If you’d like to learn more about what we’re doing with the money, our name origin story, and other musings then read Avery’s blog post. Even with all the funding news, the world hasn’t stopped — we have a handful of community contributions and Tailscale improvements to walk through.

We all have to do a better job managing our infrastructure

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This is an interview with Tailscale co-founder and CTO David Crawshaw from CyberNews, reprinted with permission.

The impressive technological progress led to a variety of exciting developments, such as the emergence of the cloud and wireless technology. With our lives being so interconnected with the digital realm, can we still have the same level of privacy as a few decades ago?

Tailscale Authentication for NGINX

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Previously on the Tailscale blog, I walked through how authentication works with Tailscale for Grafana and even for Minecraft. Today we’re going to take that basic concept and show how to extend it to services that you have proxied behind NGINX.

Android TV remote control

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In this guest post, Elias Naur walks us through running Tailscale on Android TV.

Running Tailscale on an Android TV device is useful for the situations where you’re trying to connect to a big screen, but can’t use a desktop or mobile device. For example, you might want to access your home media server to watch your favorite TV shows when you’re on the go in a hotel room or Airbnb, and only have an Android TV stick to connect to the provided TV.

The Tailscale Android app now includes support for Android TV, and is available in the Google Play Store for compatible TV devices.

Read on for technical details on how we made this possible.

Sync Okta groups to use in your Tailscale ACLs

Onboarding and offboarding are some of the biggest operational challenges that face organizations today. When an employee switches teams, goes on leave, or exits, an admin typically deactivates them in their identity provider—and unfortunately, in 2022, that’s a recurring management burden. Tailscale already allows you to use your organization’s existing identity provider to manage access to devices and services in your network, including authentication settings such as multi-factor authentication. Then, to manage access to devices on your Tailscale network, you can define access control lists (ACLs) that specify which sources, such as users, groups, hosts, or tags, can access which destinations and on which ports. Access rules can include groups, which allow you to easily grant access to many users for the same resources, such as those on the same team or in the same role. However, instead of defining groups in Tailscale, you might prefer to refer to groups you already have defined in your identity provider.

Tailscale Authentication For Minecraft

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You can do many things with computers. Some of them are more productive than others. My recent blog post shows how to authenticate to any service, such as Grafana. Some people took the idea of using Tailscale for authenticating to any service as a neat fact. Others took this as a challenge to come up with even more creative applications of Tailscale for authentication. This is the story of one of the latter cases. This is how you can make your Minecraft server join your tailnet and authenticate to it with Tailscale. One big question you may be asking is, “Why on earth would you want to do this?” I would like to counter this with another question: “Why not?” As a great man has said, “Science isn’t about ‘why?’ it’s about ‘why not?’” We take this philosophy seriously at Tailscale. Putting your Minecraft server into your tailnet with Tailscale for authentication gives you these advantages:

Tailscale logo on NASDAQ tower v1

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Tailscale was included in Wing Venture Capital’s 2022 Enterprise Tech 30 List. While it’s an honor to be included, what we are most excited about is what inclusion in the list signifies.

Tailscale highlighted on the New York NASDAQ

March Tailscale newsletter

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We took a brief break from your inbox at the end of February. But we are back to making the Internet a bit more human and sharing some of the meaningful contributions from our community that help make that possible.

How To Seamlessly Authenticate to Grafana using Tailscale

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In a DevOps environment, you have to deal with a lot of different internal services that have their own authentication systems. This can take a lot of time and work to provision correctly, especially as part of user onboarding and offboarding. Tailscale already knows who you are, so for tools that you only make internally accessible in your tailnet, such as Grafana (a popular observability/statistics graphing service), we can take advantage of that to lighten the load. Instead of relying on each application to have its own authentication, by putting the application available in your tailnet, you can control access based on the existing identities and authentication you have in your identity provider. You can then manage access to that service with the authorization controls you define in Tailscale ACLs. This post will assume the following things: You have administrative (sudo) access to the target machine You have HTTPS enabled for your tailnet (your-tailscale-https-domain.

A database for 2022

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David Crawshaw on
Hi, it’s us again, the ones who used to store our database in a single JSON file on disk, and then moved to etcd. Time for another change! We’re going to put everything in a single file on disk again. As you might expect from our previous choice (and as many on the internet already predicted), we ran into some limits with etcd. Database size, write transaction frequency, of particular note: generating indexes. All of these were surmountable limits, but we were quickly running into the biggest limit: me. Until now, I have been allowed to choose just about anything for a database as long as I do all the work. But at a certain point, that doesn’t scale. The way to solve the issues with etcd was bespoke code. Every time someone else had to touch it, I had to explain it. Especially the indexing code. (Sorry.) What we need is something easier to dive into and get back out of quickly, a database similar enough to common development systems that other engineers, working hard to solve other problems, don’t have to get distracted by database internals to solve their problem.

How our free plan stays free

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TL;DR: Tailscale’s free plan is free because we keep our scaling costs low relative to typical SaaS companies. We care about privacy, so unlike some other freemium models, you and your data are not the product. Rather, increased word-of-mouth from free plans sells the more valuable corporate plans. I know, it sounds too good to be true. Let’s see some details.

Use Caddy to manage Tailscale HTTPS certificates

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When you connect to a web application on your tailnet over plain HTTP, you might get a security warning in your browser. Although your tailnet’s connections use WireGuard, which provides end-to-end encryption at the network layer, your browser isn’t aware of that encryption—so it looks for a valid TLS certificate for that domain. For internal web apps, this can be confusing to your users, so Tailscale already allows you to provision HTTPS certificates from Let’s Encrypt for your internal web applications, with tailscale cert.

If you’re running a public web server, though, it will need to get the certificate from Tailscale to serve your sites over HTTPS on your tailnet. Caddy is an open source web server—and unlike most web servers, it provisions and manages HTTPS certificates for you. (We love it because it uses HTTPS by default!) Caddy also manages renewing these certificates automatically.

With the beta release of Caddy 2.5, Caddy automatically recognizes and uses certificates for your Tailscale network (*.ts.net), and can use Tailscale’s HTTPS certificate provisioning when spinning up a new service.

Tagged nodes no longer need key renewal, which means it's easier than ever to manage servers

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Devices you add to your Tailscale network will periodically expire their node keys and force users to reauthenticate, to ensure the devices are still meant to be on your network.

In Tailscale, ACL tags provide a way to assign an identity to a device, which replaces the prior user authentication on that device. So, node key expiry might be surprising behavior for tagged devices, such as servers, which do not have a user associated with them.

Starting today, tagged devices will have key expiry disabled by default.

Introducing auto approvers for routes and exit nodes

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You can use subnet routers in Tailscale to easily connect an existing network you have to your tailnet—for example, a virtual private cloud, or an on-premises legacy network. To set up a subnet router, you advertise routes from the device, and then approve these from the admin console. But what if you’re spinning up multiple subnet routers in high-availability mode? Or multiple exit nodes?

We’re introducing the concepts of autoApprovers for routes and exit nodes. This lets you specify in your ACL file which users can self-approve routes and exit nodes. This means that you can set up a subnet router or an exit node with just one CLI command on the device.

ACL tags are generally available

ACL tags can be applied to a Tailscale device in order to manage access permissions based on its tag. Tailscale already allows you to manage access to devices based on their names, rather than IP addresses; and tags take this a step further, so you can manage access to devices based on their purpose. For example, you might tag a production server prod and a production database prod, and allow all prod devices to communicate with each other in your network, rather than specifying each device individually.

We’re excited to announce ACL tags are now generally available! What does this mean for you? You can include tags as part of an authentication key, you can tag devices from the admin console, and tags can be owners of other tags. And we’ve further locked down ACL tags, so that authentication is required when re-tagging a device. ACL tags are a free feature, available in all pricing tiers.

December Tailscale newsletter

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December brought fascinating community contributions, including How To Get Tailscale Working With a Fire TV Stick and how to use Tailscale for SSH access to ‘LAN’ locked machines.

Tailscale Rhyme Time crossword

This is our inaugural Tailscale crossword puzzle. The answer key will be published in our December newsletter, and on our blog.

November Tailscale newsletter

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November brought fascinating community contributions, including creating private Among Us game servers, and Tailscale on a Kobo Sage e-reader.

Thanks for all the code!

This Thanksgiving, Tailscale is thankful for all the people whose code we build upon. One might say we stand upon the shoulders of giants, but looking at our dependencies, a castell might be more accurate. In any case, we couldn’t have done it alone. As a small gesture of gratitude, we’re giving out free Personal Pro accounts to people who’ve contributed to Tailscale’s repos or to code that Tailscale depends on, even if it was written years before Tailscale existed. If you log in to the Tailscale admin panel and you’re on our list, a “Thanks!” heart will appear in the top right corner, letting you upgrade to Personal Pro for free. If you don’t see a heart, though, we might’ve missed you or have you under a different account or account type. If you’re either the creator of or a past or current notable contributor to code we use, please contact us with details and we’ll update our list and make sure the Gmail or GitHub account you want to use with Tailscale is on our list.

Manage access to the admin console with Network Admin, IT Admin, and Auditor roles

We’ve added more user roles to make it easier to manage access to your network. Now, in addition to your tailnet Owner, Admins, and Members, you can give users the roles of Network Admin, IT Admin, and Auditor. This lets users access the admin console without the full permissions of an Admin.

October Tailscale newsletter

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It has been another productive month for the team here at Tailscale. We have got a slew of amazing community contributions, including a powershell based updater for Windows by Nick Clark and a video tutorial by Sauber-Lab UK on installing Tailscale on Home Assistant.

Tailscale for developers: Connect to your resources from GitHub Codespaces

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Have you moved to a remote development environment? In reality, you can rarely develop fully in isolation—you need access to internal tools and services to make sure your code works as expected. So although your development environment moved, well, it’s likely nothing else did.

If you already didn’t have a great way to access internal development resources before, then having an ephemeral VM in a cloud provider spinning up and down as you need it for development doesn’t make that any easier. Especially if it’s not just your development environment, but every user in your organization’s.

GitHub Codespaces connecting to package repositories, and on-prem licensing servers, all over Tailscale.

Luckily, Tailscale works as part of a devcontainer with a reusable auth key, so that every GitHub Codespace you spin up can automatically connect to your tailnet. You can use Tailscale to access resources on your tailnet, or to share your development environment with others.

Tailscale for developers: Connect to your resources from Coder

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When you’re developing software, you need to access all kinds of resources, including package registries, container image registries, databases, and other network services. You want to work with those services securely and with low latency, wherever they are, even if they’re behind a firewall or don’t have a public IP address. Most importantly, though, you need to be able to access your coworkers: when you need a code review, or you’re pair programming, you want to be able to easily share your development environment with others so they can see what you’re working on. From a development workspace in Coder, you can access resources you need for development, and share what you’re working with your coworkers with Tailscale.

Tailscale for developers: Connect to your resources from Gitpod

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Remote development is hard. You need access to all the things from wherever you happen to be working from this week. It could be a coffee shop, the train, or even (gasp!) the office. In an ideal world, it shouldn’t take longer to gain access to what you need to get your work done, including cloud and on-prem resources, than it does to complete the tasks at hand.

Developing remotely should be a boon, not a bottleneck, that’s why we’re excited to partner with Gitpod. We aim to make it easy to connect a running workspace in Gitpod to your resources and your colleagues using Tailscale—with Tailscale available by default in Gitpod workspaces, and Gitpod free for a year to Tailscale customers.

Tailscale logo connected to a Gitpod logo

Rolling out the red carpet for remote meetings

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The world doesn’t need more words about remote meetings. So here’s a picture:

Tailscale team members queued on a red carpet in front of a microphone

Tailscale joins the Synology Package Center

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Tailscale is officially supported in the Synology package center. Tailscale + Synology makes it effortless to securely access your Synology NAS from anywhere in the world, on any device. You can also use it as a relay back to other devices on your LAN.

You can use Tailscale with Kubernetes, you know

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Given that this week is the epic all-things-cloud-native reunion in LA, we thought we might crash your little party and mention that Tailscale already works well with containers and Kubernetes. Many of us here at Tailscale used to work on Kubernetes, and keep it close to our hearts even if we’re not at KubeCon this week (and sorry, we love YAML, but use HuJSON now).

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