We’re closing out the year with one of the greatest romantic comedies ever made — Rob Reiner’s When Harry Met Sally…. A sharp, heartfelt, and endlessly quotable masterpiece, the film captures the awkwardness of love, the passage of time, and the question we’ve all asked: Can men and women really be friends?
This episode also serves as a celebration of the late, great Rob Reiner, whose incredible run of films helped define modern American cinema. From his warmth behind the camera to his unmatched ability to blend humor and humanity, Reiner gave us stories that continue to resonate decades later. When Harry Met Sally… stands as one of his crowning achievements.
We reflect on Nora Ephron’s iconic script, the unforgettable chemistry between Billy Crystal and Meg Ryan, and why this film — set against the changing seasons of New York and culminating on New Year’s Eve — feels like the perfect way to end our year.
Funny, honest, timeless — and a loving tribute to a filmmaker who gave us so much.