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`vpn_support_enabled` hands a project CAP_NET_ADMIN and /dev/net/tun, and the image then contains no `ip` and no `wg` — a capability with nothing able to exercise it. Bake `iproute2` and `wireguard-tools` (~4.3 MB with deps). They belong in the image rather than a runtime install for the reason the Dockerfile already gives for the Playwright libraries: the writable layer is lost on base-image migration. A hand-installed `wg` works until an upgrade and then vanishes, which presents as a tunnel that will not come up rather than as a missing package. One project only had `ip` at all because MariaDB pulled in iproute2 as a transitive dependency. `iptables` stays out. Only a desktop client's killswitch wants it, and those clients need a GUI the container cannot provide. Also correct three things the docs left users to discover: - the toggle grants capability and routes nothing, which is being reported as the default network "not routing through the VPN automatically" - no tunnel survives a restart, and `/run` state riding the snapshot makes it look as though one did while traffic goes out the real address - a full tunnel captures the Docker resolver, which sits outside the container's subnet, and takes DNS down with it — Claude Code then reports a connection failure because it cannot resolve api.anthropic.com, and a health check aimed at an IP literal passes throughout Co-Authored-By: Claude Opus 5 (1M context) <noreply@anthropic.com>