It makes no difference if you are a "1099 worker" or "W-2 worker." You'll get a 1099-B form from the brokerage that details the securities sales you made in 2014. That is used to prepare your income tax return.

You will get a statement from them at the end of the year (usually Jan) that you can give to your tax preparer. Yes about 20% is correct

if you are a trader special rules apply so check irs.gov for 'trader'

Hi,

Do you know how the capital gains tax should be reported when doing taxes (if 1099 contract worker doing stocks on the side)?

Will a statement be available in the account to print and bring to the tax preparer?

Also how much will it be about 20% of profits made?

Thanks.