diff --git a/main/tcptls.c b/main/tcptls.c
index 05e59f6002f150aea29970b5726878e71cfb64bf..a53cc30dc7075d610d6fda54b522f8cf13d739f1 100644
--- a/main/tcptls.c
+++ b/main/tcptls.c
@@ -215,6 +215,11 @@ static void *handle_tcptls_connection(void *data)
 	if (!tcptls_session->f) {
 		close(tcptls_session->fd);
 		ast_log(LOG_WARNING, "FILE * open failed!\n");
+#ifndef DO_SSL
+		if (tcptls_session->parent->tls_cfg) {
+			ast_log(LOG_WARNING, "Attempted a TLS connection without openssl support.  This will not work!\n");
+		}
+#endif
 		ao2_ref(tcptls_session, -1);
 		return NULL;
 	}