My apologies for the delay with answer. I was on holiday trip with rare access to the Internet.
Yes, automatic update function should work. In case it does not please let me know. I will try to investigate the issue and fix it.
One of the reason automatic update failure is that license code was not input or missed.
In case you have time you may test automatic update feature – replace manually version number at user-role-editor-pro.php file from
Version: 4.14.3 for example and check for the updates.