Supporting Actresses

Gwyneth Paltrow reunited with her Mrs. Parker and the Vicious Circle co-star Jennifer Jason Leigh for the 2001 dramedy The Anniversary Party, where she plays movie star Skye Davidson. We're joined by writer and performer Natalie Walker to talk about Gwyneth's indie actress aspirations, and how this movie was heavily inspired by Cabaret. Plus: dropping acid at the Oscars, having senator hair, and Marisa Tomei's Purple Heart.

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Gwyneth Paltrow went brunette to play grieving widow Abby Janello in the 2000 romantic drama Bounce, starring alongside her recent ex Ben Affleck. We're joined by Not Aspirational host Hannah Aaron Brown to talk about Gwyneth's dogged commitment to playing a normal person, and why this movie represents the last gasp of pre-9/11 cinema. Plus: embracing your inner hoi polloi, making friends on benzos, and Toy Story fever.

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Gwyneth Paltrow was supposed to star alongside Brad Pitt in the 2000 musical dramedy Duets, but after they broke up, she was forced to go it alone as Liv Dean, a woman who reunites—and then duets—with her estranged father. We're joined by Blank Check co-host Griffin Newman to talk about Gwyneth giving the worst performance of her career, and how Bruce Paltrow's illness may have made a bad movie even worse. Plus: Robert Altman Mad Libs, Aaron Sorkin's spray tan, and defending The Suicide Squad's Oscar.

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Gwyneth Paltrow's first film after winning the Oscar was the 1999 thriller The Talented Mr. Ripley, where she plays Marge Sherwood, who grows increasingly suspicious of Matt Damon's titular con artist. We're joined by Screen Drafts co-host Clay Keller to talk about Gwyneth's miserable six months in Italy, and why this may just be the best movie in her filmography. Plus: spoiling Argylle, MTV Movie Awards category fraud, and how to pronounce Cate Blanchett.

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Gwyneth Paltrow completed her 1998 five-film run with the period romantic dramedy Shakespeare in Love. She plays aspiring actress and Shakespeare muse Viola de Lesseps, a role which earned her her first (and, to date, only) Academy Award for Best Actress. We're joined by Be Kind Rewind host Izzy Custodio to talk about Gwyneth's most celebrated cinematic achievement, and the way this movie's aggressive Oscar campaign and Best Picture win may have unfairly tarnished it. Plus: Grace Kelly's Iron Man, Hamnet psychosis, and Billy Crystal making movie stars.

Join the Patreon: patreon.com/supportingactresses

Follow Supporting Actresses on social: @actressespod
Follow Dane on social: @thedanemcdonald
Follow Louis on social: @louispeitzman
Follow Izzy on social: @bk_rewind