One concern I have is that publicly announcing ways to break the law might result in the government cracking down on those particular ways. You could make a case for telling people how to break laws which don't really matter either way, and let them figure out how to break laws that are stupid and matter though.

Another, less pressing, concern I have is that if taken to its limit, no laws will matter anymore. I would hope human kindness would keep people from murdering and stealing from each other for the fun of it, but I'd expect some Tragedies of The Commons to occur. This could still be worth it though. I'm in a fortunate enough position to not really understand how limiting the stupid laws are, but I do understand that laws are hard to repeal.