I was able to send a 100 USD test to my account this morning. I made the wire at 9 this morning and the money was in my account 12 PM ( 3 hours). While in other countries the money is deposited directly; I had to log in to my Santander account to "liquidar" the money and answer a few questions and sign a "declaration jurada".For that kind of figures you would have to check with your bank's office of Comercio Exterior to find out the regulations. They should be able to tell you. On the other hand, I referred to "declared money"; otherwise, you should use other methods.
May I ask which bank you have here? You stated that you haven't had any problem so far regarding limits, do you think sending 10 000/month would be fine? How do you withdraw the dollars?