You raised the issue yourself. Yes, they always are on the look out for large sums of money transferring around the world.
The Office of Foreign Assets Control - OFAC - monitors to make sure money is not going to terrorist groups or tax evasion or money laundering and narcotics. The banks are obliged to stop funds if they believe them to be banned organizations and report over $10,000US per day. When you go to financial exchanges here in HK, they take all your information if that amount is exceeded.
You could also go to JP Morgan as I think you can transfer funds online to your foreign account without using SWIFT.
Fifty thousand US per week and half going back to the USA to someone else each week is a lot of money for an individual to be sending so I'd be surprised if they didn't look at that.
Not sure this helps but speaking to your bank might help and maybe a JP Morgan account if they still have that transfer service.
OFAC says this:
"Pursuant to the Bank Secrecy Act, a bank is required to file a Currency Transaction Report for each transaction in currency of more than $10,000 by, through, or to that bank.3 Additionally, multiple currency transactions totaling more than $10,000 during any one business day must be treated as a single transaction if the bank has knowledge that they are by or on behalf of the same person.4
Nonetheless, a bank may exempt certain customers from currency transaction reporting requirements providing that those customers meet criteria specified in the governing regulation.
Go here for more details at the US Treasury's OFAC site and read the bulletins:
http://www.fincen.gov/news_room/advisory/
http://www.fincen.gov/statutes_regs/...2009-g001.html