At Cannes in May 2016, Woody Allen called his decision to make this series "a catastrophic mistake". He explained this was because he was "struggling with it at home. I never should have gotten into it. I thought it was going to be easy. You do a movie and it's a big long thing; to do six half-hours you'd think would be a cinch. But it's not. It's very, very hard."
Woody Allen and Elaine May previously starred together in Small Time Crooks (2000). This is May's first acting role since that film.
Woody Allen (Sidney J. Munsinger) and Elaine May (Kay Munsinger) are the only actors to appear in all six episodes of the series.
This is the second time an Amazon series has had a director who typically concentrates on the big screen. The first was Ridley Scott who produced 'The Man In The High Castle'.