diff --git a/bootstrap/cluster/main.tf b/bootstrap/cluster/main.tf
index 8743cd5..ac16bc2 100644
--- a/bootstrap/cluster/main.tf
+++ b/bootstrap/cluster/main.tf
@@ -991,7 +991,7 @@ if ! ssh -i "$ssh_key" -o BatchMode=yes -o ConnectTimeout=10 -o StrictHostKeyChe
 fi
 
 if ssh -i "$ssh_key" -o BatchMode=yes -o ConnectTimeout=10 -o StrictHostKeyChecking=accept-new "$ssh_target" \
-  'tailscale status --json >/dev/null 2>&1'; then
+  'test -n "$(tailscale ip -4 2>/dev/null | head -n 1)"'; then
   ssh -i "$ssh_key" -o BatchMode=yes -o ConnectTimeout=10 -o StrictHostKeyChecking=accept-new "$ssh_target" \
     "sudo tailscale set --accept-routes=$accept_routes"
   exit 0