Hello Jadabb,
From a tax standpoint only - it would be more beneficial for you to sell the stocks (both short-term and long-term holding periods) now. The reason is this, you can use all of the loses you will have realized when the securities are sold (up to your long-term gain amount plus an additional $3,000). If you don't sell the securities with loss positions until next year then you'll only be allowed to deduct $3,000/year until the losses are used up.
I hope my answer helps you.
Thanks,
Jack
KnowMoreTax.com
