Hi Craig,
Thanks for checking in with this question. It's actually a really common one. There are big differences between Omeka Classic and Omeka S technically -- beyond the one site of Classic and the potential many sites of S. You might take a look at the tours for each (Omeka Classic:
https://vimeo.com/55973380 Omeka S:
https://vimeo.com/188656162). They both allow users to build nice exhibits and display sets of materials, but they function very differently.
While Omeka Classic has Dublin Core baked in as it's metadata schema, Omeka S is all linked data underneath and users can import any LOD vocabulary to combine with other LOD Vocabs to create resource description templates. That means Omeka S offers a much more flexible description system. You can check this out in the sandbox site:
http://omeka.org/s/ Both versions have a stable API that provides access to all resources and data, so that won't be a problem on the Scalar import end.
(Omeka Classic API Documentation:
http://omeka.readthedocs.io/en/latest/Reference/api/index.html Omeka S API Documentation:
https://github.com/omeka/omeka-s-developer/blob/develop/docs/key_concepts/api.md)
Finally, there is an Omeka API Import module that will allow users to move materials from an Omeka Classic installation to Omeka S, so no matter what decision you make, you won't be stuck with it.
Hope that helps.
Sharon