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#0
Learn Tailscale - Pre-Requisites Skill & Environment Setup
Before stepping into the world of mesh VPN, you need to master basic networking concepts and prepare the required software. This episode covers the skill pre-requisites, installing Tailscale on Linux, creating an account, and verifying your first install.
August 10, 2026
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#1
Learn Tailscale - History, Background & Why You Need Tailscale
This episode traces the evolution of VPNs from IPsec and OpenVPN to WireGuard and Tailscale, understands the problems Tailscale solves, and compares it with traditional VPN approaches and other mesh alternatives.
August 10, 2026
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#2
Learn Tailscale - Core Concepts & Key Architecture
This episode breaks down Tailscale's architecture: the concept of a tailnet as an encrypted mesh network, the separation between control plane and data plane, NAT traversal with DERP fallback, and core components such as tailscaled, MagicDNS, and node keys.
August 10, 2026
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#3
Learn Tailscale - First Setup & Onboarding
This episode walks you through completing your first setup: running tailscale up, understanding the browser-based authentication flow, getting to know the admin console and Machines page, naming devices, configuring key expiry, and removing unused devices.
August 10, 2026
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#4
Learn Tailscale - Device & Connectivity Management
This episode covers how to connect many devices across operating systems to a single tailnet, plus connection diagnostics with tailscale ping, tailscale status, tailscale ip, and understanding direct versus relay paths for every connection.
August 10, 2026
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#5
Learn Tailscale - Tailnet & MagicDNS
This episode explains the tailnet and MagicDNS concepts: using hostnames node.tailnet-name.ts.net, 100.x.x.x IP addresses in the CGNAT range, naming devices with --hostname, short hostname resolution, and how to find other devices in the tailnet.
August 10, 2026
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#6
Learn Tailscale - Access Control: ACL & Tags
This episode covers Access Control Lists: controlling who can access what resources through the ACL file in the admin console, allow and deny rules, a basic policy example, and the use of tags and groups for managed policies.
August 10, 2026
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#7
Learn Tailscale - Tailscale SSH
This episode covers Tailscale SSH: password-free authentication with no manual SSH key management based on tailnet identity, how to enable it with tailscale up --ssh and tailscale ssh, and configuring per-user and per-group SSH access through the ssh block in the ACL.
August 10, 2026
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#8
Learn Tailscale - CLI Configuration & Options
This episode covers Tailscale CLI configuration: the tailscale set command and key flags like --hostname, --accept-routes, --advertise-routes, --advertise-exit-node, --ssh, --login-server, and --auto-update, plus per-device preference persistence through the prefs file.
August 10, 2026
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#9
Learn Tailscale - Exit Nodes & Subnet Routers
This episode covers exit nodes for routing all traffic out through a single server, and subnet routers for bridging a local network into the tailnet, complete with the --advertise-exit-node, --advertise-routes, and --accept-routes setup.
August 10, 2026
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