I started doing my taxes using Turbo Tax and my biggest problem is that I have a gazillion stock trades.

Anyway here are some questions.

I did my trades on Ameritrade. Is there a way I can download those trades directly into TurboTax?

If not can I just claim all the purchases of a certain stock that I bought and sold as 1 purchase and 1 sale?

Can I deduct interest from margin? If so what form is that?
Can I deduct trading fees? If so what form is that?

And I have bought and sold options. Can I just list these on the form where the stocks sales are or do I have to use the one with the "Straddle stuff" in it? If I have to use the one with the "Straddle stuff" what does this mean "Unrecognized Gain on Offsetting Positions" and "28% Rate Loss for Collectibles and Small Business Stock."


In essence I have about 300 trades and I don't think I can manually follow what all this "unrecognized gain" at every sale. Can't I just add bunch like shares into some consolidated bunch on both the purchase and the sale. This is a nightmare!

Thanks in advance.

rruyy