This week’s episode is a special crossover event! I’m joined by Molly Smith, host of the brilliant podcast Did That Age Well?, where she and her guests take a fresh look at films from the past and explore how they hold up today. Together, we dive into one of my all-time favorites: the 1944 classic Meet Me in St. Louis. We unpack its legacy, its mid-century charm, and what still resonates—or doesn’t—in today’s world.

But this episode isn’t just about the movie. Molly and I also get personal during a round of our signature game, SIP/SAVOR/SPILL. From childhood heroes to the parts of ourselves we’ve learned to embrace, to what we choose to share (or not share) with the world—we cover it all with humor, heart, and a little bit of nostalgia.

Whether you’re a Judy Garland superfan or just love good conversation, this one’s for you.

Follow along and join the conversation:

Kameron Tyler:

@kameronshowpod

@kameronwrites

@kamerontyler

Molly Smith:

@mollybirdsmith

@didthatagewell