and founder of the largest patent troll "Intellectual Ventures". both efforts now feel dated and cringey.

I don’t hear about it anymore. What happened to it?

A Texas court reduced the viability of the business with one of its rulings. This meant that Intellectual Ventures had to spin out a bunch of companies to actually defend the patents they held. I believe they had mixed success. An example is Pivotal Commware.

They're still around. They spawned a whole minor industry of patent licensing entities.