SKILL.md
Tunnel Doctor
Diagnose and fix conflicts when Tailscale coexists with proxy/VPN tools on macOS, with specific guidance for SSH access to WSL instances.
Methodology base: the general diagnostic discipline this skill builds on — evidence over assumption, falsification over confirmation, layered isolation, counter-review — lives in the debugging-network-issues skill. This skill is the macOS Tailscale⨯proxy domain layer on top of it; reach for the base skill when the symptom is not a known Tailscale/proxy conflict.
Ownership boundary: this skill owns concrete local network-path operations:
Tailscale, route/DNS/proxy interception, VM/WSL propagation, TUN forwarding
planes, and proxy node/exit/chain capacity. Use debugging-network-issues as the
general method when the boundary is still unknown or the symptom belongs to
SSE/CDN/application protocol behavior. This keeps one concrete operator instead
of forcing the user to choose between two overlapping proxy doctors.