If you define the "cool" part of NYC as being in Manhattan, once you have a family it's irrelevant, because you can't live there... like 98% of everyone else, you end up in Jersey, the boroughs, or Long Island. Three hours north of NYC, a house costs 60-80% less, and you have the essentially the same access to NYC cool stuff without the hassle of NYC.
In my case, paying 7% of income for a mortgage on a nice big house that I will own in 15-20 years and banking savings is more appealing than some interest only loan on a $750k raised ranch in a big metro area. Barring building a successful business, a lottery-style liquidity event or selling your soul to some hedge fund, I don't see a reliable way to live in NYC, SFO, etc and coming out with any wealth.