First the rounding has been the same for the 30 years I have been in the business and the difference is usually less than $10 total which will not usually effect anything.
However if you have hundreds of sales then using the summary entry option and mailing in a copy of the broker statement for the uncovered sales is the way to go.
How do I enter a large number of stock transactions in TurboTax Online?
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.
How to enter a summary in lieu of individual transactions
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.
- Open your return in TurboTax Online (if it's not already open) and search for stock sales in the upper-right corner.
- Click or tap the "Jump to" link in the search results.
- Answer Yes to both Did you sell any investments? and Did you get a 1099-B?
- If you land on Here's the investment sales info we have so far, select Add More Sales. Then answer Yes to Did you get a 1099-B?
- On the Choose Your Bank or Brokerage import screen, select I'll type it in myself.
- Select or enter your brokerage on the next screen and continue.
- On the following screen (Tell us about...) select the second option, I'll enter a summary.
- On the same screen, enter the total proceeds (sales) and cost basis, along with the sales category. Refer to your 1099-B for the amounts and category. When finished, select Done.
- Follow the onscreen instructions to enter additional sales or to view a summary.
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.
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