@joost Thanks. After the break I'd like to read a third post outlining how to fund the proposals in the previous post https://joost.blog/wordpress-roadmap/ , i.e. a revamp of #Wordpress core and a more energetic management of the plugin ecosystem. They both sound like massive investments.
We've been discussing for over a decade in #MediaWiki https://www.mediawiki.org/wiki/Requests_for_comment/MediaWiki_Foundation but still almost nobody pays for core except the Wikimedia Foundation donors. Wordpress doesn't have a Wikipedia to milk for cash...