Linking & displaying a pdf to items

Hi all,

I am trying to figure out the best way to associate a pdf file to each item in a site and to make that pdf available from all item lists and drilldowns.

What I would like to do is to display a pdf logo on the item list and drill down pages that will popup the document when selected. I would like to set this up so that a non-programmer can enter new pdf's to new or existing items. I will probably also create a separate page that will display a list of these documents.

One thought that comes to mind is to name the files similarly to the items (like if item is "widget", then pdf might be "widget.pdf"). Perhaps I should use the internal name instead to be future safe. And then check is there is a file by that name and display it.