183. When Harry Met Sally...

About this episode

Laci and Matt explore the making and impact of the classic romantic comedy 'When Harry Met Sally...'

Laci and Matt dive deep into When Harry Met Sally (1989), one of the all-time great romantic comedies. In a movie that could easily be dismissed as a clone of Woody Allen's early rom-coms, the film makes its mark with two superstar lead performances from Meg Ryan and Billy Crystal, an electric script by Nora Ephron, and breezy, hilarious direction from Rob Reiner. We tell the story of how this movie came together, how it evolved during development, and how it became the classic we all know today. Then, your favorite husband-and-wife podcasting duo have a lengthy discussion about the movie itself, and folks, there are some heated battle-of-the-sexes arguments in this one. Because men do be like this, while women do be doing woman stuff, like makeup. Will they ever learn to get along??? Next week's episode (Feb. 20, 2026): High Fidelity (2000) Time stamps: 00:03:00 — History segment: Rob Reiner and Nora Ephron's initial meeting; their careers before and after When Harry Met Sally ; casting Billy Crystal and Meg Ryan; the script's original, less-happy ending; legacy of When Harry Met Sally 00:40:40 — Movie discussion 01:46:45 — Final thoughts & star ratings Source: From Hollywood…

People in this episode

Hosts: Matt, Laci Roth

Topics covered

• romantic comedy
• film history
• movie discussion

Keywords

• Meg Ryan
• Billy Crystal
• Nora Ephron
• Rob Reiner

Mentioned in this episode

Products: From Hollywood With Love: The Rise and Fall and Rise Again of the Romantic Comedy

Books & works: When Harry Met Sally, High Fidelity, From Hollywood With Love, The Rise and Fall and Rise Again, PodJob: A James Bond Podcast, The Joy of Averages, Winston-Salem, The Bible Towers of Bluebonnet

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