diff --git a/src/openvpn/push.c b/src/openvpn/push.c
index 564ce86..e391147 100644
--- a/src/openvpn/push.c
+++ b/src/openvpn/push.c
@@ -429,11 +429,6 @@
     gc_free(&gc);
 }
 
-#if defined(__GNUC__) || defined(__clang__)
-#pragma GCC diagnostic push
-#pragma GCC diagnostic ignored "-Wconversion"
-#endif
-
 bool
 send_auth_pending_messages(struct tls_multi *tls_multi, struct tls_session *session,
                            const char *extra, unsigned int timeout)
@@ -449,7 +444,12 @@
     /* Calculate the maximum timeout and subtract the time we already waited */
     unsigned int max_timeout =
         max_uint(tls_multi->opt.renegotiate_seconds / 2, tls_multi->opt.handshake_window);
-    max_timeout = max_timeout - (now - ks->initial);
+    time_t time_elapsed = now - ks->initial;
+    if (time_elapsed < 0 || time_elapsed >= (time_t)max_timeout)
+    {
+        return false;
+    }
+    max_timeout -= (unsigned int)time_elapsed;
     timeout = min_uint(max_timeout, timeout);
 
     struct gc_arena gc = gc_new();
@@ -734,6 +734,11 @@
     }
 }
 
+#if defined(__GNUC__) || defined(__clang__)
+#pragma GCC diagnostic push
+#pragma GCC diagnostic ignored "-Wconversion"
+#endif
+
 static bool
 send_push_options(struct context *c, struct buffer *buf, struct push_list *push_list, int safe_cap,
                   bool *push_sent, bool *multi_push)
diff --git a/src/openvpn/ssl_verify.c b/src/openvpn/ssl_verify.c
index 0804d2d..31ecf13 100644
--- a/src/openvpn/ssl_verify.c
+++ b/src/openvpn/ssl_verify.c
@@ -922,8 +922,9 @@
             buf_chomp(iv_buf);
             buf_chomp(extra_buf);
 
+            errno = 0;
             long timeout = strtol(BSTR(timeout_buf), NULL, 10);
-            if (timeout <= 0)
+            if (timeout <= 0 || (unsigned long)timeout > UINT_MAX || errno)
             {
                 msg(M_WARN, "could not parse auth pending file timeout");
                 buffer_list_free(lines);