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gkishot, This is a great question, and it depends on what your definition and tolerances are. The spread on at- or out-of-the-money index options are not high, maybe $0.30 or $1.00, 5% or 10% or less, of the option. The thing is, the S&P 500, for example, has a notional value of $1,800...

Redneck, Thanks for the pointer. I've seen GTT in a few places reading this forum, and I'll likely be contacting them. ETcallhome, thanks for your input, it is very valuable. I hadn't seen tax topic 429: https://www.irs.gov/taxtopics/tc429.html but it is a useful primer. Since most of my...

Hello, I am an U.S. (options) day trader, and I was hoping to tap the experience of similar traders with a couple tax questions. I'm not looking for binding, professional tax advice (I need to hire someone for that), I'm just hoping to check my methodology and research findings against people's...