diff --git a/wgengine/monitor/monitor_darwin_test.go b/wgengine/monitor/monitor_darwin_test.go
new file mode 100644
index 000000000..48456b93e
--- /dev/null
+++ b/wgengine/monitor/monitor_darwin_test.go
@@ -0,0 +1,28 @@
+// Copyright (c) 2021 Tailscale Inc & AUTHORS All rights reserved.
+// Use of this source code is governed by a BSD-style
+// license that can be found in the LICENSE file.
+
+package monitor
+
+import (
+	"encoding/hex"
+	"strings"
+	"testing"
+
+	"golang.org/x/net/route"
+)
+
+func TestIssue1416RIB(t *testing.T) {
+	const ribHex = `32 00 05 10 30 00 00 00 00 00 00 00 04 00 00 00 14 12 04 00 06 03 06 00 65 6e 30 ac 87 a3 19 7f 82 00 00 00 0e 12 00 00 00 00 06 00 91 e0 f0 01 00 00`
+	rtmMsg, err := hex.DecodeString(strings.ReplaceAll(ribHex, " ", ""))
+	if err != nil {
+		t.Fatal(err)
+	}
+	msgs, err := route.ParseRIB(route.RIBTypeRoute, rtmMsg)
+	if err != nil {
+		t.Logf("ParseRIB: %v", err)
+		t.Skip("skipping on known failure; see https://github.com/tailscale/tailscale/issues/1416")
+		t.Fatal(err)
+	}
+	t.Logf("Got: %#v", msgs)
+}