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To: Neal davidson who wrote (9227)3/26/2000 1:02:00 AM
From: Dr. David Gleitman  Read Replies (1) | Respond to of 35685
 
Morning Neal:
re:
<<Another thing that you can do is to place an order to buy additional stock on friday of options expiration and let them take out these new shares at a
higher price.>>

David (and others): Are you sure you can do this? My buddy, who has an LLM in tax from NYU says this is not legal. (He's been wrong before, however).

with regards to buying additional stock for the purposes of having those shares taken, I was taught this strategy when I attended an Options seminar sponsored by the CBOE. The speaker/lecturer who was from the American Stock Exchange actually provided this suggestion as a strategy. When you are going to be called on options expiration, they don't care which shares you are taking from. All that they want, and that you are obligated to supply them with are the number of shares. This info came from him, It's good enough for me.

Re:

Second, as long as we are on the topic of taxes: I bought ELON at $54. I have been selling OTM calls ever since (ie: on Wednesday of this week, when
ELON was in the mid 80's, I sold the April 110's for 6 3/8--too good to pass up). Anyway, do I have to take gains on every single covered call that expires
worthless? OR, can I use the proceeds of the covered call to reduce my basis in the additional purchase?

While I am not a tax expert (but I play one on TV <g>), It is my understanding that these are treated as capital gains.

Hope this helps.

David



To: Neal davidson who wrote (9227)3/26/2000 11:16:00 AM
From: stoxnstix  Read Replies (2) | Respond to of 35685
 
Notwithstanding the gentleman from NYU's I do believe you may, with proper documentation, account for your trades on a tax lot basis. In this case you would be allocating your trades on a LIFO basis (Last In First Out) . Where you can get in trouble is if you start to mix your methods. i.e. switch to FIFO and then back to LIFO.

Therefore, IMO you certainly could allocate a new purchase to a position that was called out. Naturally, you should not substitute my judgement for you and your CPA's.