euorme
I won't rehash what brnt has said in their reply, but I will echo their sentiment: The System is me and my friends and my family and my co-workers working together to provide healthcare and education and security to each other. I pay taxes for that reason.
The United States is very permissive when it comes to employment, the majority of states could be described as "anything goes" (relative to Europe) and so dodging employment taxes is pretty much fair game... whereas in Europe a lot of regulation exist very specifically to address companies organising their business in this way. I'd be very surprised if he didn't face significant fines (I don't know of any examples of this behaviour leading to prison terms, but significant fines are very common and serve as a deterrent).
Personally, I think there is a strong argument to make for the value of America-style lax employment rules when it comes to startups, absolutely, but please don't bring those to Europe by gaming the system. Hiring people as contractors to avoid obligations is an age old way to game the system, and eventually you'll be caught and face penalties (unless you're smarter about it, so I guess my advice is actually: be smarter about it (don't announce it on HN for example!)).