My nix-darwin and NixOS config
fix: improve tailscale-ready ordering for nixos-rebuild
- Add bindsTo=tailscaled.service so tailscale-ready stops when
tailscaled restarts (prevents race during switch)
- Increase timeout to 60s
- Better logging for debugging
During nixos-rebuild switch, tailscaled gets restarted. The old
tailscale-ready could start before the new tailscaled was ready.
bindsTo ensures they're stopped/started together.
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modules/server/infra/network/caddy.nix
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modules/server/infra/network/caddy.nix
···
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systemd.services.tailscale-ready = lib.mkIf hasTailnet {
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description = "Wait for Tailscale interface to be ready";
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after = [ "tailscaled.service" ];
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-
wants = [ "tailscaled.service" ];
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+
bindsTo = [ "tailscaled.service" ];
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wantedBy = [ "multi-user.target" ];
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before = [ "caddy.service" ];
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serviceConfig = {
···
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};
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script = ''
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echo "Waiting for Tailscale interface to be ready..."
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-
for i in $(seq 1 30); do
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for i in $(seq 1 60); do
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# Check if tailscale0 exists with the expected IP
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if ip addr show tailscale0 2>/dev/null | grep -q "${cfg.server.tailscaleIP}"; then
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echo "Tailscale interface ready with IP ${cfg.server.tailscaleIP}"
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exit 0
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fi
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# If tailscaled is still starting/restarting, wait for it
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if systemctl is-active --quiet tailscaled.service; then
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echo "tailscaled is active, waiting for interface..."
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else
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echo "tailscaled not yet active, waiting..."
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fi
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sleep 1
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done