Matt has claimed[1] before to be "post-economic", i.e. has enough money that it doesn't matter to him anymore. It's hard not to see this as personal, not financial.
WPEngine (and a horde of Emanuel Urquhart lawyers led by Rachel Kassabian) are taking him to the cleaners. This won't be pretty. A preliminary injunction is not easy to get, it's really likely WPEngine will win at least something.
[1] https://x.com/sereedmedia/status/1839394786622722432