There is no situation in which I would move to NY or Massachusetts. There is no situation in which I would see a shrink or see any doctor for any condition that could be correctly or incorrectly diagnosed as psychological. Doctors are people you see for surgery or for a specific prescription when you already know what the problem is, not for trouble sleeping.
Montgomery probably ‘suffers’ from a Cadillac health insurance plan, retired LEO you know. i.e. use the tax payer funded benefit as often as possible. i.e. he deserves what he gets to some extent.