If your system has poorly thought out rules, it can be gamed. If these rules also go against market pressures, it will be gamed. I'd argue that in the case of these absurdly complicated SEC rules, it should be gamed.
If your stock exchange system (including the technical and legal aspects) needs a bunch of weird hacky proscriptions on user activity, then it deserves to fail.
If your stock exchange system (including the technical and legal aspects) needs a bunch of weird hacky proscriptions on user activity, then it deserves to fail.