I love the Flashback Friday idea where you re-post older ensembles and list up-to-date Finds that would update the ensemble. That is a good short term solution.
Shopbop does collages. Here is a screen shot. When you click on an individual item, it does not lead you to that specific piece but rather to a collection of themed items. So in your case your collage could connect to a themed collection from Finds.
Here is the Shopbop home page. They typically have photo shoots but I actually respond better to the collages because I can see myself better in the collages. It's harder for me to relate to the tall, slim models in the photo shoots, but I realize they are marketing to a much younger demographic.
So it seems like if you had a good collage tool it would work great with your Finds.
I am thinking the brilliant Greg will have some great ideas here, if not immediately for sure over the next few months something will incubate.
ETA -- The fascination with your wardrobe is fascinating. I think you've got us hooked through your packing ensemble posts...