diff --git a/mac/Sources/Byre/Startup.swift b/mac/Sources/Byre/Startup.swift
index e4f1594..a1ef0ea 100644
--- a/mac/Sources/Byre/Startup.swift
+++ b/mac/Sources/Byre/Startup.swift
@@ -560,9 +560,10 @@ struct ServerWindow: View {
             return steps
         }
         let name = serverName(connection.origin.absoluteString)
-        steps.append(SetupStep(name: "Find byre servers", status: .done, detail: "Found \(name)"))
-        var connect = SetupStep(name: "Connect to \(name)", status: ready ? .active : .todo)
-        if ready, case .failed(let problem) = connection.phase {
+        let found = ready && tailnet.reachable(connection.origin)
+        steps.append(found ? SetupStep(name: "Find byre servers", status: .done, detail: "Found \(name)") : SetupStep(name: "Find byre servers", status: ready ? .active : .todo))
+        var connect = SetupStep(name: "Connect to \(name)", status: found ? .active : .todo)
+        if found, case .failed(let problem) = connection.phase {
             connect.detail = "Retrying: \(problem)"
         }
         steps.append(connect)