Not always. For things that matter, government is perfectly capable of instituting harsh penalties for trying to game the system and boundaries between systems

Not always. For things that matter, government is perfectly capable of instituting harsh penalties for trying to game the system and boundaries between systems ( check sanctions and OFAC regulations with their strict liability; no messing around, the end result is what matters ). I am certainly not suggesting they should do it the same in TSA, but it is more of an indication that flying is not an issue here.