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When Harry Met Sally Podcast Review — Can Men and Women Simply Be Just Friends?

Maximilian Rivera March 27, 2018

This week we dip back to the end of the eighties and discuss When Harry Met Sally (1989), the Rob Reiner romantic comedy that captivated audiences by exploring the hardships of maintaining a friendship with someone you are sexually attracted to. Sure, the concept seems outdated for our modern culture, but when you break down the specific friendship in question, the attraction came first and the friendship came after.

While outdated at times, the film has charm through characters portrayed by Billy Crystal, Meg Ryan, and even Carrie Fisher! For me, the most interesting things about When Harry Met Sally are Meg Ryan’s fashion (anybody who rips off her style would be hella stylish now) and the origin of the story. Nora Ephron and Rob Reiner knew they wanted to work together, but didn’t strike cinema gold until they started talking about Rob Reiner and the changes he went through as a now-divorced man.

Everything We Discuss


So full disclosure — Scott and I got very distracted throughout this episode. We weren’t crazy about this movie as a whole, and as far as discussion goes, it’s pretty surface level. However, we had a lot of fun discussing other topics.

In our catch-up on what we’ve been watching, Scott broke down his love for the Mission Impossible series, dipping farther back into the cinematic series than he has before. From there, he talked about how the hockey underdog story Miracle (2004) soothed him to sleep over the period of a month.

Then I pivot to finishing Love on Netflix, and we talk about how shows with finite endings can be great. Speaking of, we then pivoted to what else I’ve been watching — an old anime series called Record of Lodoss War. Based off of an actual D&D campaign, the series hits every trope imaginable in a fairly enjoyable way. It’s probably best known for being a poster on the wall of the dude with the Goku shirt you knew in high school. Back before Dragon Ball Super brought the show back into our common vernacular.

Speaking of, Scott and I discuss whether or not we should watch Dragon Ball Super. We pitched maybe switching to a new format to discuss Dragon Ball Super after we finish our Rotten Tomatoes countdown. We also do our usual dip into MCU and Avengers discussion, before getting into some Power Rangers action. We get lost in that moment for a while, before getting back on track and talking about the Fallen Hero / Redeemed Bad Guy trope in anime and genre stories.

Could This Be Made Today?


With When Harry Met Sally, however, we found our best discussions were based around comparing the culture presented here to modern dating culture for Millennials. When Harry Met Sally feels VERY baby boomer, from the not-a-care-in-the-world college scenes to the 80’s power broker looks, through to a softer almost-90s look at the end. At least the film overall feels better to watch than a previously reviewed film on the podcast, Pretty Woman. We wonder if this film was made now, how would it appear?

Our idea was to cast your leads as Miles Teller and Alexandra Daddario. From there you have the friends played by Jake Johnson and Lizzie Caplan. Scott pitched an old coffee shop owner who dishes out advice with his macchiatos, who I cast as Alan Arkin.

Finally, in our review of the other films we could watch, we spark a debate over the MCU developing newer films with “flavors,” like the Winter Soldier as an espionage film and Spider-Man: Homecoming as a coming of age film. Then we deep dive on Spider-Man for a while, and Scott threatens to bare knuckle fist fight anybody who doesn’t think Spider-Man 2 is the best cinematic Spidey film we’ve seen.

All-in-all, we have fun this episode.



Max is a marketing copywriter by day, filmmaker and screenwriter by night. He resides in Charlotte, NC, and loves his dogs, watching movies, building LEGO sets, and eating food. Lots of food.You can find Max at his personal website and twitter.