this post was submitted on 02 Jun 2026
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Most corporate lawyers are there to steer you way around any danger. I used to think they would help me understand exactly where the legal boundaries are, but I’ve been disappointed time and again that they won’t play it even close to the line. To be fair to them, laws are written in language and always have room for interpretation so if you work in an industry where you’re doing novel things, they can’t always say exactly what will get you in trouble.
A lawyer that will lean in and go in hot on issues where it’s well known that you’re operating over the line… yeah that’s a very “wartime consigliere” kind of thing which I imagine few corporate lawyers are able to pivot to at the drop of a hat. Sorry, Tom.
John Oliver had a take on lawyers recently that was pretty good. He said that most lawyers are, as you say, essentially, to keep you from being sued. But he wanted lawyers to make sure that when he is sued, that he will win.