Is there a file size limit and a file count limit when uploading to the file upload component?

There's certain configuration properties on the component itself (link). At larger file sizes (hundreds of megabytes?) you might start to hit limits with our webserver's default configurations.

You can absolutely upload a zip file. There's no built-in handling for separating out the internal files, but it's definitely possible to script something to do so.
You can use Python's zipfile (e.g. code: Can't extract .gwbk with zipfile.ZipFile on Windows (works fine in Linux)) but I'd recommend using Java's standard library (also mentioned in the above post).

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