Yeah, I see what you mean. Following on your example, Let's say I started the year with 50K, but during the year I keep withdrawing the profits and spend them all. I always maintain the account at 50K level, so I ended the year with 50K in my broker (But the statement will tells me that I have a total of 5K in gain, despite I spent them all)It seems like you are under the impression that you are taxed (or not), on each trade.
You are taxed at year end on your total capital gains. On your total winnings.
If you started the year with 50K in your account, and ended the year with 55K, then you have 5K in gains on which you will be taxed.
If you withdrew that 5K during the year, it makes no difference. It is still 5K in capital gains.
Yes, you will need to report each trade, but it is your total gain or loss that interests the IRS.
Now, here's the problem, I won't have any profits left covering my tax, and end up taking out money from my insitial 55K capital to pay tax.
So the consideration is about how I can plan ahead for tax, so I limit myself to a certain amount I can spend from the profits, the rest is left for tax. I know some people only take profits once a year, so they can easily manage their accounting. But more likely, we withdraw profits more frequently than that. That's why this kind of calculation disturb me.


