The Bengsons have had two off-bway shows (Sundown Yellow Moon at Ars Nova & Hundred Days at NYTW) open in the past year, with third (The Lucky Ones) opening at Ars Nova in March. Both were NYTimes Critics Picks. I'm kinda surprised they aren't gaining more traction. I didn't love Hundred Days but it was pretty good
Agreed on Hadestown as well, but I think it needs to play to a smaller house, even with the proscenium re-staging.
I don't think Moby Dick will make it to Broadway but I think it'll be a wonderful experience wherever it ends up.
Nothing specific, but there has been a trend of comedians (stand-up and comedy writers, specifically) taking a crack at some theater. "Oh, Hello" was a blast,and Amy Schumer sold crazy tickets for Meteor Shower. Off-Bway, Mike Birbiglia and Chris Gethard both had successful one-man shows which were basically long stand-up sets that dig a little deeper. The comedy world is a rough gig, I wouldn't be surprised if lots of comedians try to cash in a little bit with shows of their own.