Attachments on the vendor registration page

We're asking our vendors to attach some documents during the registration process. Some of these documents are relating to certifications are are only valid for a certain period of time. Upon clicking the 'add' button, the vendor is given a description field where they can name their document. Is there a way to add another field next to that attachment section where they can specify a date? We're looking to create a report based on this date field so we know when certifications need to be renewed in our system.

Because a vendor could have multiple attachments, we're not looking to add a simple text field beneath the attachment section, we really need the ability to associate a date with each given attachment.

Is this possible?