The new upstate state looks red.
New York and Illinois are good states held captive by giant liberal metro areas.
Land area vs People
Would the blue areas (Buffalo, Albany etc) out vote the read areas?
And a new NY could write its new state constitution in such a way as to allow the state to declare bankruptcy if need be.
Instead of statewide voting that contributes to a national popular vote, declare that the party that wins the lower chamber (the Assembly) chooses the Electors to the Electoral College.
The people still vote, but locally. New York City will no longer dominate the state. The Assembly itself will act as a statewide electoral college that gives all regions of the state a voice.
-PJ