I started with $10,000 and I played weeklie options a lot. I got it up to $35,000 in From September to November. I traded every day SPX weeklies. I then lost $15,000 the last week of November. My total profits were $10,000. Now here's where it gets tricky. I have a Job that puts money into my IRA automatically every two weeks. So during December I put in about $200, twice. So total of $400. This is sometimes considered as the same identical similar security. I have also been trading Futures the whole year, and I am up only about $1000. But I was buying and selling Futures throughout December. Will the IRA contributions and the Futures buying and selling before 30 days were up from selling the last SPX weeklies trigger a wash sale so I have to pay taxes on the full $25,000 gains on $SPX? I know if you buy 100 shares, then sell them, rebuy 20 shares you only have to pay taxes on 20 shares. How does it work with options? If I buy 5 Ocotber 3000 strike for $10 each and sell for a loss, then rebuy 5 October 3100 strike for $2.50 each... does it count each one as a contract so I can't use those loses even though I bought much less money value? Thank you!