This sounds like a process for giving any citizen standing to challenge a law, which I think would be a very significant change to the way the system works today. It naively sounds like a good change, but I suspect there would be some ill effects - e.g, companies asking over and over about slightly different ways to manage taxes to try and find a loophole, people on both sides of the Obamacare contraception mandate trying to prove that loopholes did or did not exist in the law...
You say that like it's a bad thing. Then people would actually know what the law is.
If you don't want people looking for loopholes then don't put so many in the law. When you pass thousands of pages of tax code and then companies spend a lot of time trying to save themselves billions of dollars, what did you expect to happen? That's what happens already.
I think it would be easy to DDOS the proposed system and yes, I think that would be bad. Feel free to explain why either that would not happen or why it would not be bad.