Maybe it's not about the money primarily. There are enough parties out there that want the people behind Anna's archive behind bars and I'm afraid this will end the same way as for the Pirate Bay guys in the best case and like it ended for Aaron Schwartz in the worst.
If the operators of Anna's Archive live somewhere like Russia or China, there's a good chance nothing will ever come of any of this legal action. Anna's Archive's biggest challenge is just maintaining availability of infrastructure.
Not necessarily. More cheerful examples exist, usually outside the west:
Fwiw, piratebay continues to be the -to my knowledge- biggest public tracker out there, with basically every media production available.
And I think that was his point. They may ruin some people's life's... but aside from that, they achieve nothing.