You can sell it on Fidelity, and have funds right away to buy - sort of. As mentioned, you can buy stuff immediately, but you can't then sell what you buy until the original selling is settled (typically after 2-3 days). Otherwise, you get a Good Faith violation. So as long you don't accidentally buy the wrong ticker, it's all good.
I guess I'm in a similar situation - just smaller scale: 20 picks and half the loss. Can't you only take $3k a year in "gambling" losses? (or are investment losses a different category?) And only if you itemize? I have everything paid off and haven't itemized in a while.
Isn't there an old adage, something about "7 +/- 2" things is the limit of what our brains can keep track of (one reason old phone numbers were 7 digit, ignoring the area code)?
BUT one of my picks could be "the one", right? ;-D
I asked TDAmeritrade about this once - a way to "reset" your portfolio. i.e., do a Sell All, then re-buy everything you just sold. Obviously that screws up or complicated tax stuff. But the reason for doing this is so that all your performance metrics are now relative a new starting point. But the real reason is: seeing full red for months and months is depressing, but doing a reset at a low point would then start showing some green sooner, giving an artificial good-feel
That's what bugs me with this zero-commission fee stuff. What prevents anyone from just screwing with the market and just doing something like that every day? Seems like even just a $1 commission fee would encourage at least a pause to give it some thought (and also help track where that $1 was coming from - so if there are any issues, audits have a place to start looking)