Retirement tax questions

Mark, you sound like you're in way over your head.  $50,000 in losses in a single year is a lot for anyone, especially an individual trading what I assume is your own capital.  Frankly, trading your own money without doing much research into what your capital gains/losses would end up costing you come tax time was a terrible idea.  I'd recommend you do some paper trading for about a year and read some serious books on price action.  I'll never understand why prospective traders start out by using their own money, which should not even be attempted until you can complete a minimum of 100 trades with paper money and have the dollar value of your profits outweigh the dollar value of your losses 60-40 at the conclusion of those trades.  What are you even doing trading, man? Get a real education on trading, and get a real accountant, until then stop trading real money.  At your pace, you may as well use $100 bills as kindleing for your weekend babeques.