You would absolutely need to find a good tax attorney and or financial advisor with a win of hundreds of millions. I would definitely go take a few more courses on finance and investing myself, because I'm not trusting anyone with my money blindly. I don't think, at least here in Ohio, you can move forward to claim a big price like that without representation. People think you couldn't spend that amount of money up, but I would bet it's easier than we realize. The only thing that bothers me about that much money is unless you set it up in a Blind Trust, in which your attorney is the trustee, you can't remain anonymous any other way.  Not that people wouldn't figure it out anyway. My issue with that is finding an honest trustworthy attorney. I don't trust any of them, because I've never seen one that wasn't greedy.