Obsession (2025) with Pilar Alessandra

Jack and Nora are joined by screenwriting coach Pilar Alessandra to discuss indie horror phenomenon Obsession . In this episode, Nora loves an unnecessarily deep read, Jack would let Nikki cut his hair, and Pilar is a little bit freaky. Stock up on duct tape, hug your pets, and let’s make a wish! Topics include: Adaptations of The Monkey’s Paw , from Stephen King to The Simpsons to Curry Barker The trope of the “psycho woman” (à la Fatal Attraction ) What we would wish for – Mysteries we still haven’t solved: Is everything actually Andy Richter’s fault? Is this the highest-grossing movie we’ll ever cover? – Content warning: Due to the content of the film, our conversation spans a *range* of disturbing topics including sexual assault/ non-consent, misogyny, drug abuse, self-harm, suicide, murder, and pet death. Tread carefully! Where to find us: Instagram , TikTok , Threads , and Letterboxd at @whenrommetcom Follow Jack at @thejackgregsonshow Follow Nora at @norassic_park Follow Pilar at @onthepage (and learn more about her book, online screenwriting classes, and coaching at www.onthepage.tv ) – Find links to our Spotify playlist , the Vanity Fair list , and more here . Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at mail@whenrommet.com. Hosted on Acast. See acast.com/privacy for more information.