Quote from Scalpomatic:
Thanks for the advice Old Trader, but I politely disagree. I've had several accountants over the years and they've all advised me the same way. Here's the part of Schedule D that allows me to do things a little differently (and more simply) than you have suggested:
page D6
SPECIFIC INSTRUCTIONS
Lines 1 and 8
You must enter the details of each transaction on a separate line of Schedule D. If you have more than five transactions to report on line 1 or line 8, you can report the additional transactions on Schedule D-1. Instead of reporting your transactions on Schedules D and D-1, you can report them on an attached statement containing all the same information as schedules D and D-1 and in a similar format.
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So, from what my last 4 tax preparers have told me, that last line is crucial. It says you don't have to report them on Schedules D and D-1, you can "report them on an attached statement containing all the same information as Schedules D and D-1 and in a similar format." All I do each year is make sure to keep copies of my 1099b forms, and I print out an Excel spreadsheet of my account history available from my broker (which satifies the "similar format" showing buys, sells, commissions, SEC fees, etc). It's that simple. The important thing is to keep a copy for yourself. I just leave a copy on file with my accountant, and keep a copy for myself at home. If the IRS wants to audit me, they can. They will simply see a mound of paperwork that accurately reflects my trading for the year, and they can spend the hours crunching the numbers if they want.
My suggestion to someone new at figuring out daytrading taxes -- don't try to do it by yourself. Get advice from several professional tax consultants. Don't rely on one opinion, and definitely don't take advice from me or anyone else here. Pay the extra $200 to $400 a year to get the services of a pro. If your daytrading doesn't net you the type of profits that make hiring an accountant realistic, then maybe daytrading isn't for you. Just my two cents.
And again, Old Trader, I respectfully disagree with you. Maybe I'm on my way to Federal prison from playing "IRS roulette" as you call it. But if I end up in prison, I'm taking at least 4 accountants with me!
--Scalpo