Aye, I had mentioned in an old thread it was silly that setting traps, and using lock picks, breaks stealth. It was stated, although I don't think in the thread, by a dev they could look at making lockpicks not break stealth, but it seems to not be a huge priority, lol.
As for failing an MS check due to looting too fast, do you not think that is an executions error, and should have some drawback for the mistake? Ninjalooter's, overall, have it pretty easy, and can basically print money. They are honestly the Federal Reserve of the server, and a good reason there is such high inflation on various prices across the board. To me, there should be a risk for failing a looting check like that.
I've died doing it before. Usually happens due to a lag spike, and opening/closing a chest too many times. Sucks, and is inconvenient, but happens, and just go with it. At times, I've come across backpacks of gold, and some flavor of shadow strikes, but no body, due to other people having failed a check of some sort. My PC just had a big pay day, if I can't see the body.