Quote from comintel:
A major brokerage firm hassled me for transferring positions from one account to another like this (which is all I was doing).
They detected it with their market surveillance software.
They just asked for an explanation and a promise not to do it again.
So do not do it - it is not worth the hassle from the broker, even though there is absolutely nothing illegal or improper about it.
Instead, do something similar a different way.
The wash sale rule mentioned by some here is not really a concern as it is just a tax rule - it does not make such trades illegal or improper, just gives them tax consequences.
Their concern is more "painting the tape", i.e. market manipulation, even though such a concern is ridiculous for small trades.
This subject has always been of huge interest to me. It always kills me that no one wants to discuss the why part of this. Either direction you do this, it all comes down to taxes period, usually involving an IRA account on one of the accounts.
A friend of mine wanted to do this with his IRA account. The trick being that he picks say a crude oil future. He goes short in his IRA, goes long in his cash trading account. Why would he want to do this ? Several reasons, if crude goes up he makes money in his cash account, effectively he has almost transfered money from the one account to the other. If the trade goes wrong, worst case scenario he is transfering post tax money into a pretax account. If he is correct, he still pays the same taxes, he just pays taxes on the gain today at todays rates that he knows. Better yet, who says you have to exit the trades the same, once a person has the winning side setup and has their stops in, who says you have to close out both sides at the same time. In effect he is hedging, he can leg in, and control the risk cause he is effectively virtually flat (long & short) until he closes out one side of the trade.
While researching this subject, I found alot of people asking the same question, only they seemed to be purposely trying to do the opposite, transfer money into their 401k. It took me a minute to figure out why a person would want to do that. Again, you could do the hedging benifit, but in this case It appears to me that they are trying to defer income, thus lower their tax basis for this tax year, pay the piper later on the 401k/IRA. That seems much more questionable to me and more likely to get a person in trouble in my opinion.
Furthermore, there is one more rule you need to be careful of and the reason why you got warned on your trade. There is a rule against SELF TRADING. If you research it you will find that it applies to cases where you buy and sell to yourself. If you were bid in one account, and the sell in the other you are effectively manipulating the market and effecting a no risk transaction that can affect the tape, in their opinion. It looks to me like you could get around that rule by legging in one trade at a time, thus you have some small market risk which negates that rule as you were trading with third parties at that point and subject to market risk ( a key part of the self trade rule ).
A lot of people will argue against this method, as they trade small accounts and might sweat the risk of a penny swing here or there on a stock or whatever (they are thinking scalping pennies etc). Granted a person would have to be careful what and where they trade, but what they forget is many other people play with bigger lots and accounts and are willing to risk that penny or much more in the case of futures.
I would be interested to hear other peoples opinions. In my opinion a person needs to be aware of the wash rule and self trading rule, and understand the implications (permenately disallowing a deduction is a big one). In the case of the wash rule it gets even trickier as wash trades are NOT illegal. You just have to declare them. The trick comes in that , how do you do that on an IRA account ?
