My nix-darwin and NixOS config
fix: make tailscale-ready non-fatal during nixos-rebuild
During switch, tailscaled gets restarted and the interface temporarily
disappears. The service was failing the rebuild even though Caddy's
Restart=always handles this gracefully.
- Remove bindsTo (was causing restart loops during switch)
- Exit 0 on timeout — log warning instead of failing
- Caddy will retry until the interface is available
👾 Generated with [Letta Code](https://letta.com)
Co-Authored-By: Letta Code <noreply@letta.com>
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modules/server/infra/network/caddy.nix
+5
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modules/server/infra/network/caddy.nix
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# ── Wait for Tailscale interface to be ready ───────────────────────────────
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# tailscaled.service starting doesn't mean the interface has its IP yet.
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# This service blocks until the Tailscale interface is up and has the expected IP.
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# This service waits for the interface, but doesn't fail if it times out —
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# Caddy has Restart=always and will retry until the interface is available.
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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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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 60); do
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# Check if tailscale0 exists with the expected IP
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for i in $(seq 1 30); do
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if ip addr show tailscale0 2>/dev/null | grep -q "${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
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echo "Timed out waiting for Tailscale interface"
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exit 1
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echo "Timed out waiting for Tailscale interface — Caddy will retry"
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exit 0
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'';
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};
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