So I tested this on osTicket v1.10(latest), on my environment (Apache/2.4.6 (CentOS), PHP 5.4, MariaDB 5.5) and everything worked as it should. I created a custom form with two upload fields(one required/one optional), created a ticket with only one field uploaded, edited the ticket to upload the second field and the attached screenshot shows the results.Are there any osTicket, PHP, MySQL or Apache errors you're getting?Any version numbers you can give us for PHP, MySQL and Apache?