I have a 1099-B from my Broker which accounts for roughly 60 trades last yer. How do I enter these in HR?

Question

Do I need to enter the trades per stock, or as one lump sum? Why is there no good tutorials on how to enter this online?

Answer 1

You need to enter each sale separately. And yes, that's a pain with 60 sales. They go onto schedule D, under short term or long term, whichever applies to the particular trade. You'll actually use a worksheet, since that many trades won't fit onto the schedule D, so schedule D will just say "see statement" and the totals, the statement will show the detail.

Answer 2

The easiest way is to buy TurboTax and then use the automatic download function. It will directly import the info from your brokerage house and populate all the appropriate schedules for you without any data entry.

Good luck!

(PS If you do it manually, you do have to enter each and every transaction.)