In reply to Ryan Hellyer.

The team has discussed so many variations over the years it's hard to keep track.

The question is are we brave enough to "let things go" or would that just be foolish?
-When you see some of the crazy things people try to submit it is much more difficult to move past the "trust no one" barrier.
(Everything from exe files to the more common commercial versions of other peoples themes and plugins.)

There are things that should not be on WordPress.org, like the legitimate looking theme that had Isis propaganda in a .pdf file. As the saying goes, this is why we can't have nice things.

We probably can't automate everything, for example licensing is a blocker at the moment, themes still need to be GPL compatible.