At this point, automated bots can spot any ‘clever’ scheme that someone who doesn’t know the system well comes up with. You’re vastly underestimating how easy it is to spot the kind of ‘clever’ idea that someone who isn’t an expert comes up with on the fly.
Consider Dennis Hasert, speaker of congress at one time, and former wrestling coach who needed a wad of cash to pay off one of his students. You’d think a top congresscritter would know the score, but no… when the authorities asked him why he withdrew several less-than-$10,000 amounts, he happily told investigators he was avoiding the paperwork.