Birds at (Tail)scale

This week we are super excited to release the latest addition to our lineup of Thinkst Canary platforms: Tailscale.

Background

We’ve always made sure that deploying Canaries is absurdly quick and painless. It’s why you can add a hardware Canary to your network just by plugging it in and why most customers end up re-thinking their detection roadmaps:

https://twitter.com/bigendiansmalls/status/970342360923033601

We adore Tailscale: They have a first-rate team and their product is also widely loved for being startlingly simple to deploy. For this reason alone, we needed to consider a Tailscale Canary. But first, what is Tailscale?

Tailscale

Tailscale is a mesh VPN to run your own secure network. Think: I want all my endpoints to talk to each other on a secure network wherever they are in the world without worrying about eavesdropping. (They happen to do this with  amazingly little configuration, across enough platforms to make your head spin). Like Canary, “it just works”.

(Really) Why a Tailscale Canary?

As Tailscale grows (and we think it will) you will see logical networks being setup and used regardless of the configuration (or location) of the physical networks beneath them. The Tailscale admin gets to create policies that allow a developer-machine access to staging, or to prod through simple Tailscale routing rules.

What will attacker lateral movement look like in a world like that?

An attacker who compromises user-A effectively becomes user-A, and views the world from their perspective. (As always) They are able to pivot to machines on user-A’s local network, but they also have access to hosts on user-A’s Tailnet. This is where Canaries shine. Attackers probing for other hosts on the Tailnet deserve to bump into Canaries as much as attackers exploring your cloud environments do. If only we can make deployment quick and painless.

Ed: they totally can.

Deploying a Canary into your Tailnet is (unsurprisingly) shockingly easy. 

Head over to your Console and select the [+] icon to add a Canary. Then head over to the “Tailscale (beta)” block and select “Add Tailscale Canary”.

Enter an ephemeral Tailscale auth key and hit Launch. That’s it!

A Canary boots and is added to your Console (and your Tailnet). 

You can configure the Canary just like any of its cousins (and you can use your Tailscale config to make sure the Canary never sends traffic to other hosts on your Tailnet for added security).

In the background we spin up an AWS environment per customer, drop a Canary into it and the bird joins your Tailnet. The AWS environment consists of a VPC and a private subnet in which the Canary lives. The Tailscale auth key is a single use tagged key such that the Canary joins with predefined ACLs that you control.

What this gives you is a Canary in your inner circle. Here we configured the Canary called DataStore with a Windows file share and RDP. Nmap-ing shows it as Windows machine with the corresponding service ports open. 

Mounting the file share places a Canary right in the path of any attacker.

No matter where you work from, a Canary will be nearby to alert you to any undesired activity. For a total of 3 clicks and 4 minutes you will know when it matters. For more details head over to our knowledge base article.

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