Im not sure what you mean by

" I could use additional (stocks) losses to lower the NY tax, however, there is no additional benefit on the federal level and those losses may serve me better in the future."

You either have realized losses or you don't, you cant "save them for later"...or do you mean for 2020 you could still sell more stocks at a loss?  ...losing money to save on taxes is generally a poor financial strategy....you may pay less taxes, but you also have less money.