We understand what you’re after.  The background why it works the way it does is that a section header is more of a page “divider” and not a “parent” of the items that follow it.

A folder or container option then for files would do the trick as you could add a title and addional fields if necessary just like in the photo container.

Is there a solution in the works for the section header as using a file container would only resolve part of the issue.

I would like a subcontractor section to a site with its own persmission set.

my xmas list gets longer by the day