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TurboTax Online is equipped to handle around 500 individual transactions (give or take) per brokerage account before performance starts to deteriorate.
If you need to enter a bunch of stock transactions with a total sales volume of less than $10,000,000 (ten million), you can enter a summary for each sales category. Instructions follow.
Another alternative is to switch to the TurboTax CD/Download software which handles around 2,000 individual transactions per brokerage.
Your brokerage statements should include a summary of your transactions, grouped by sales category, for example "Box A short-term covered" or "Box D long-term covered". You'll enter the summary info instead of each individual transaction.
When you are done entering all your sales transactions, you'll eventually come to the Here's the investment sales info we have so far screen. Here you can edit, delete, or enter more sales.
Send in broker’s statement …. https://ttlc.intuit.com/replies/5851624
Thanks but that is pretty much a copy and paste of what I've already read and doesn't directly address the questions.
The basic answer to your question is No. TurboTax will not handle all of the things you listed. It will not do what you want.
TurboTax is not designed for traders or for high volume trading. It does not analyze your trades and identify wash sales. You have to tell TurboTax if a particular sale is a wash sale.
You enter only sales into TurboTax, not purchases. And you do not enter transactions in an IRA at all, since transactions in an IRA are not reported on your tax return.
as an active investor, look up "aggregation" by sales category, particularly "Exception for Category A" .
If you are a professional Trader, you can't aggregate and have to itemize everything.
Brokers don't exchange stock trade info so if you have several brokers and are trading the same stock with two brokers you have to do your own wash sale tracking and reporting. For this reason, don't do that.
On the other hand if you are a professional trader, there is no wash sale rule.
Being an active investor doesn't qualify you for Professional Trader status.
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