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He's beloved by a certain right-leaning or libertarian bent portion of the tech world, and everyone else except for maybe Google's lawyers have forgotten about him. So it seems like he is in a better place now than simply being a midlevel employee in MegaCorp

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Yes from a certain angle it's a PR win/win. However if he actually pursues a lawsuit with his money he's with near certainty going to be the loser.

I really doubt it is with his own money. Google pays pretty well, but he was only employed for a couple of years outside of school, so I doubt he has millions just sitting around. Almost certainly this case is taken on a contingency basis or they are using crowdsourced funds.

I suppose if it's crowd sourced he has no choice but to tilt at windmills.

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