upload files after approval possible?

I have a site where we're asking people to submit their information to speak at an event. If they are approved, i would like to have them be able to edit their information and upload a photo and a file on their presentation.
Currently, the photo upload and file upload fields are set on the form, to show up using conditional logic only when the approved field is approved.
Is it possible for the approved speaker to get a username and password so they can upload their files when they are approved? I'm trying to do this with the gravity forms directory plugin but both fields are not displaying. (and i understand that plugin is 3rd party)
I have also tried uploading the photo in the admin area, but the photo does not display. There is a broken image that displays instead.

Last question - is there a better way to accomplish this?
http://iitconf.2techgirls.com/speakers/propose-talk/

Thanks for your help.

Kris

Sounds like maybe you could do this with two forms? First form is your applicant piece, second form is behind that password protected page you mentioned - I'm thinking there they fill out that form and it uses post fields to post their info and materials.