Per IRS Instructions for Form 8949 Sales and Other Dispositions of Capital Assets, on page 5:

Stock acquired on various dates. If you sold a block of stock (or similar property) that you acquired through several different purchases, you may report the sale on one row and enter “VARIOUS” in column (b). However, you still must report the short-term gain or (loss) on the sale on Part I and the long-term gain or (loss) on Part II.

TaxAct^® supports an entry of "VARIOUS" as the date acquired on Form 1099-B Proceeds From Broker and Barter Exchange Transactions. You would enter the data on Form 1099-B in the Investment Income section of TaxAct. Enter "Various" for the Date acquired, then enter the Cost basis, Date sold, and Sales proceeds. The holding period will be determined based upon the reporting category you select ("A"-"C" for short-term or "D"-"F" for long-term), if one has already been selected. However, if a reporting category has not already been selected, the program will default to reporting category "A," indicating a short-term transaction.

To enter this information in your TaxAct return:

1. From within your TaxAct return (Online or Desktop), click Federal. On smaller devices, click in the upper left-hand corner, then click Federal.
2. Click Investment Income to expand, click Gain or loss on the sale of investments to expand, then click Capital gain or loss (Form 1099-B).
3. Click + Add Form 1099-B to create a new copy of the form or click Edit to review a form already created.
4. Continue with the interview process to enter all of the appropriate information.

Note that any link in the information above is updated each year automatically and will take you to the most recent version of the document at the time it is accessed.