Building Virtual Networks with Pulumi and Tailscale

Cadey is enby
<Cadey> This was a workshop that I helped with so that people could learn how to glue Tailscale and Pulumi (think Terraform but you can declare resources in programming languages such as TypeScript instead of HCL) together by creating a Tailscale subnet router to connect you to a VPC in AWS. I'm including the speaking bits that I did for the talk, but most of what I was there for was to help field questions about Tailscale. Internet streamer brain is a useful tool when properly harnessed.

Mara is hacker
<Mara> You may need to enable JavaScript for this to work. I'm a cartoon shark, not a cop.


Tailscale is a networking tool that helps you connect your computers together like they were on the same network to begin with. Tailscale is built on top of WireGuard and lets you access your servers, internal services, or file shares from anywhere you have Internet access.

Today we're going to cover these important parts of Tailscale by setting up a new AWS VPC and some servers behind it:

Tailscale lets you share machines on your tailnet (Tailscale network) so that you can access them remotely, no matter where you are on the planet. Write that screenplay at Starbucks via remote desktop without having to muck with port forwarding or risking everything by exposing the port to the public Internet. Grab the missing bit of paperwork that immigration needs from your NAS while you are at the airport. Tailscale makes it possible for you to forget that you were away from your home or work networks to begin with.

Tailscale doesn't stop at sharing individual computers though, you can share any existing network segment with your tailnet using subnet routing. Subnet routing lets existing infrastructure such as a legacy VPC with all of the computers you're too afraid to touch be accessed over Tailscale too. No more StrongSwan required. This is also useful for connecting to remote devices like IoT devices that you really don't want to open up to the public internet. You can do this all without having to configure complicated firewall rules.

This isn't limited to existing private networks. You can set up your own "privacy VPN" on top of Tailscale by setting up an exit node. An exit node is a machine on your tailnet that can act as a subnet router for the entire internet. This will let you access things that are geo-restricted like tax software.

Tailscale doesn't stop there, there's SSH management, file sharing, an ngrok-like tunnelling solution, and so much more.

I'll hand things back over to Josh so we can learn more about Pulumi.


This talk was posted on M01 11 2023. Facts and circumstances may have changed since publication Please contact me before jumping to conclusions if something seems wrong or unclear.

The art for Mara was drawn by Selicre.

The art for Cadey was drawn by ArtZora Studios.

Some of the art for Aoi was drawn by @Sandra_Thomas01.