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Insights on technology, leadership, productivity, and personal growth in the tech industry.

Page 15 of 34

Connecting iPhone and Apple TV to Headscale
Infrastructure

Connecting iPhone and Apple TV to Headscale

iOS and tvOS Tailscale clients can't use pre-auth keys with a custom coordination server. Here's the interactive registration flow, the localhost hostname gotcha, and what to expect from VPN-on-demand.

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Self-hosting Tailscale with Headscale
Infrastructure

Self-hosting Tailscale with Headscale

Replacing Tailscale's hosted coordination server with Headscale on a Proxmox LXC: Docker Compose setup, deprecated config keys that blocked startup, and connecting macOS, Linux, and iOS clients.

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Page 15 of 34

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