This will be an answer to the few previous e-mail at once; sorry for not replying earlier.
Firstly, Commonist is /not/ an easy tool for newbies; there's too many flabbergasting options to choose, and there is no built-in information on what they should be used for.
We should try to make it as simple as possible - because people are not always that technically advanced as we Wikimedians would think. UploadWizard and especially UploadCampaigns are a good first step towards that goal -- and such a simplified Commonist could be used not only for Wiki Loves Monuments, but also for several other specific mass-upload initiatives.
I would, too, love to have the ability to prepare descriptions during the upload; and it could be as simple as it is with the current version of Commonist -- one could simply give a general description for several images by ticking a box.