No, he wouldn't. "If you don't want Google to tell the government you've been searching for illegal things, you shouldn't tell Google you've been searching for

No, he wouldn't. "If you don't want Google to tell the government you've been searching for illegal things, you shouldn't tell Google you've been searching for illegal things" is what he'd try to say. But he'd mince the words and make himself sound evil, somehow. So maybe you're right.