If I don't update will my files be lost?

Hi,

Thanks for contacting us here about this extension.

If I put media into files and then do not update media file- what happens to the folders?- Are they lost? Do they "unorganize"" Sure would be nice to be able to chat with someone before purchasing this

You still use our WP Media Folders after expiring, your folders structure and files still remain.
You can chat with us after International Workers' Day.

Hope it helps!
Cheers,