It depends on how often you do it and where you wind up. as you prob know already, it's all about what train lines you are near. A d as you know, the subways run less freq at night and the path is one of the worst, I'm talking like 30 min headways after midnight but you can always check the schedule ahead of time and that I combination with checking the MTA schedule should save you previous waiting time in stations but it's still annoying.

In my 20s I moved to JC for a year after having lived in Manhattan and BK for years. I moved back to BK after that bc I felt isolated and I was only going out in Manhattan and BK. Now having moved to JC recently in my 30s, it's a different lifestyle and I still go out in Manhattan and BK all the time but my nights tend to be less inebriated, I'm partnered up, and I usually still head home earlier in the night now. And it's fine for me. The occasional expensive cab is also not that big of a problem although with the Holland tunnel closures coming up, might want to stay cognizant of that too.

That being said I think it depends on your tolerance for public transit woes and hiccups. Otherwise, the path still runs 24/7 so you should generally be okay .