Hi Alex,
Thank you for the speedy reply.
I actually just found a solution to this after troubleshooting various elements. By default when setting up a WordPress site I go through all the WordPress settings and untick elements I dont want to use .eg comments / media file sizes – I also untick ‘Organise my uploads into month- and year-based folders’ in Media > Settings. This then gives me a nice simple URL rather than by date order.
By reticking this I was able to get my file attachments to save when re-editing and publishing a listing. This could of course still be coincidental but worked for me.
What I have noticed is a difference in the permalink structure on media assets. The image permalink differs from the File URL which might have something to do with it.
Thanks again, we have found GEO Directory a really useful feature within our organisation.