They are not stupid, even if you think so, it is pretty darn obvious what you are doing by having transactions like that, if you go for that I would recommend at least 3 weeks between them, still over some months that will raise all the flags, there are banks like Banco Leon that actually will stop the wire for $9,500 so it is in fact bellow the limit, the LAW forces then to comply with anything above $10,000 which is the same amount that you have to declare both on the US and DR and virtually any country in the world while going through customs, the law does not say anything as far as I know that forbids them from moving funds bellow that amount...
And what exactly am I doing here, that is so obvious? Who is to say I am not drawing bi-weekly instalments of 8K of my annual 200,000 salary? Stupid or not, I know these people are super lazy and generally won't do a yota above what's absolutely required and in 99.999% of cases they will pass through anything below 10K and hold anything above 10K.