As I've complained to a number of TT employees over a number of years, "Business", the most expensive of the programs, is a shame. You have to do a workaround to upload/transmit 1099-B detail pages, merging them into the FE Trust Signature form, the only form file that Business accepts. And only certain PDFs will merge, not necessarily the ones your broker sends you.
My guess is that most trusts have 1099-Bs, so why does TT not make attaching them easy? Do we not complain enough?
From time to time the broker's format is not compatible with TurboTax.
If you only have a few trades you can post them manually.
Income & Expenses
However, if there are more than a few you can quickly enter this manually also.
Your brokerage statements should include a summary of your transactions, grouped by sales category.
There are seven possible "Box" designations that indicate the holding period (Long/Short Term) and the reporting status. These are the only ones you have to summarize. If you want to manually enter your 1099-B as the summaries.
Code A. This code indicates a short-term transaction for which the cost or other basis is being reported to the IRS.
Code B. This code indicates a short-term transaction for which the cost or other basis is not being reported to the IRS.
Box C. Report on a Part I with box C checked all short-term transactions for which you can't check box A or B because you didn't receive a Form 1099-B (or substitute statement).
Code D. This code indicates a long-term transaction for which the cost or other basis is being reported to the IRS.
Code E. This code indicates a long-term transaction for which the cost or other basis is not being reported to the IRS.
Box F. Report on a Part II with box F checked all long-term transactions for which you can't check box D or E because you didn't receive a Form 1099-B (or substitute statement).
Code X. Use this code to report a transaction if you cannot determine whether the recipient should check box B or box E on Form 8949 because the holding period is unknown.
You will have to mail a copy of your 1099-B to the IRS. TurboTax will produce a Form 8453. You print the Form 8453 and attach the brokerage statement(s) to it.