S1E1 - Required Viewing 01: Sideways

Two guys, a week in wine country, and a whole lot of avoidance. This week on Required Viewing, we uncork Alexander Payne's Sideways (2004) and study it from every angle — why a shaggy road-trip comedy about a failed novelist and a fading actor became the defining midlife-male-sadness movie of its era, and what it's really pouring underneath the pinot.

We get into Payne's gift for making you laugh at people you'd never want to be, Miles as a portrait of self-sabotage dressed up as good taste, wine as the film's central metaphor (yes, that merlot line), and how a sm...