I'm using the Upload control to attach files to be saved with a corresponding parent record (the parent record holds information about the file, like a description, author, etc.). For uploading and saving the files, this works fine. But, after the record and file is saved, at some later time, I need to go back and view the record and the file and, perhaps, remove the file and attach a different file. Can I load the Upload control and programmatically put my saved file into its' PostedFiles collection? I would also want to gray out the Upload button and make the Delete button/checkbox available to delete the file. Not sure if I explained myself well, but is this possible?

No. You can not reload the uploaded file list to the uploader. You should use a separate list (for example, a DataGrid) to manage your files.

Thanks!