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Deploying Static Sites Securely Made Simple with GitHub Actions and Tailscale Episode

Deploying Static Sites Securely Made Simple with GitHub Actions and Tailscale

· 03:27

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Here’s a podcast-style summary based on the video “Static site deployments made easy with GitHub Actions and Tailscale” by the YouTube creator behind the channel “Tailscale”:

Summary (Podcast style):

If you’ve ever groaned at how fiddly it can be to deploy a static site securely, this one’s for you. In this video, the developer-friendly folks at Tailscale show us how to wire up a sweet, secure deployment pipeline using GitHub Actions, Eleventy (that’s 11ty.dev), and Tailscale SSH — straight to a private DigitalOcean droplet. No exposed ports. No complicated CI secrets. Just a slick, automated setup using your normal git commit workflow. It almost feels… too easy. As the creator puts it, “With Tailscale SSH, the droplet is never exposed to the public internet—it’s safe and reachable only over Tailnet.” Oof, that’s music to any ops team’s ears.

Key Takeaways:

  • Purpose of the Video:

    • Demonstrates how to deploy a static website (built with Eleventy) securely from GitHub to a private DigitalOcean droplet using GitHub Actions and Tailscale SSH.
  • What’s Eleventy (11ty)?

    • Eleventy is a fast, flexible static site generator written in JavaScript. It transforms markdown, HTML, or template files into static HTML.
  • Why Tailscale SSH?

    • Simplifies secure SSH access over Tailscale’s mesh VPN.
    • Keeps remote servers private — no need to expose them to the public internet.
    • Auth over Ephemeral (short-lived) OAuth-protected SSH Keys.
  • GitHub Actions Integration:

    • The workflow triggers on push events.
    • Uses Tailscale’s CLI to set up access within the GitHub Action.
    • Executes remote commands on the droplet using Tailscale SSH.
  • Standout Features:

    • No need to manually manage deployment keys or secrets.
    • Uses ephemeral authentication — there’s no long-lived credential risk.
    • The server only allows access from users authorized via your Tailnet.
  • Deployment Steps Featured:

    • Step 1: Build the Eleventy site locally or within Actions.
    • Step 2: Use Tailscale's GitHub action to open a secure SSH tunnel to the droplet.
    • Step 3: Rsync or SCP the site contents to /var/www or wherever nginx/apache is serving from.
  • Tools and Services Highlighted:

    • Tailscale: Mesh VPN with zero-config, ideal for developers and small teams.
    • DigitalOcean: The cloud platform hosting their droplet.
    • GitHub Actions: Automates builds and deployments without external CI providers.
  • Key Quote:

    • “Your site is built and deployed without ever opening a single port to the internet. It just works—and it’s safer.”
  • Bonus Details:

    • The Droplet authenticated via Tailscale’s login (via your identity provider like Google or GitHub).
    • Perfect for hobbyists, dev blogs, or even internal documentation portals.

Validation/Accuracy Notes:

  • The approach shown aligns with best practices in modern DevSecOps: ephemerally authenticated services, private infrastructure, and automation via GitHub Actions.
  • Tailscale SSH is production-ready and widely adopted, particularly by developers looking for secure point-to-point connectivity.
  • Eleventy is one of the most loved lightweight static site generators by devs in the Jamstack community.

If you're building personal sites, internal dashboards, or just want full control without exposing your servers, this workflow is a top-tier pick. It's Git push and chill.
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