Hi Martin, 

Thanks for the feedback.

I believe Jesse is correct : do not expect any development any time soon on the GWToolset. That said, it is always useful to collect feedback and file bugs. I went ahead and created some for your points.

2) Global categories:
I chose a category which includes an apostrophe character:
Files uploaded by the Bodleian Libraries' Wikimedian In Residence
The system renders this as:
Files uploaded by the Bodleian Libraries&
This is easy to fix post-upload with cat-a-lot or a similar tool, but it would be nice to fix it in code.

I just filed <https://phabricator.wikimedia.org/T125202>

3) Entering a template in a field:
There are different ways a template can be specified: by its name (e.g. cc-by-sa-4.0 ), by wiki markup ( {{cc-by-sa-4.0}} ), by its name with namespace ( Template:Cc-by-sa-4.0 ) or by a web URL ( https://commons.wikimedia.org/wiki/Template:Cc-by-sa-4.0 ). When I put a template in the form, it's not always clear which of these formats to use, and in fact the answer is different for different fields. With a bit of experimentation it becomes clear, so it's not a severe problem, but it would be easier if the form was more clear about which format to enter.
For the License template field, the form gives an example of {{Template:Cc-by-sa-3.0}}, but the Template: namespace is unnecessary.

Filed <https://phabricator.wikimedia.org/T125203>
5) Item specific categories:
This is merely something that would be *nice* to have in the long run: having the phrase *after* the value of the metadata field. My metadata has lots of keywords, such as "Crowds", "Fish" or "Singing". It would be nice to auto-categorise these into Category:Crowds in art, Fish in art and so on. Commons has many hundreds of such categories.

I had already filed <https://phabricator.wikimedia.org/T63388> a year ago :)