I don't think Automattic's trademark claims are fundamentally going to hold up. From the complaint:
"WPE’s nominative uses of those marks to refer to the open-source software platform and plugin used for its clients’ websites are fair uses under settled trademark law, and they are consistent with WordPress’ own guidelines and the practices of nearly all businesses in this space."
I dont know what the settled trademark law is, but this seems like common sense to me.
Everyone says 'WordPress' to refer to the software platform. Just seems like extortion, plain and simple.
I get Matt's upset that WPEngine is making all this money, but that's par for the course when you release something open source. You simply need a better product if you want to beat WPEngine in the marketplace.