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Using tailscale with An OrbStack VM on macOS
~dev~sourcetailscalemacosvirtual machines
github.com May 28, 2026

Summary

This repository demonstrates how to use OrbStack on macOS to provision an Ubuntu virtual machine (VM), and then add it to your tailnet.

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This example also demonstrates a macOS-specific method for securely storing your Tailscale auth key in Apple Keychain. Due to macOS security sandbox restrictions, the guest VM cannot directly execute security find-generic-password to pull secrets from the host. Instead, the credential must be injected from the host macOS environment during provisioning, as shown in run.sh.