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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. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Hannah on social: @hannahaaronbrown

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. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Griffin on social: @grifflightning Follow Blank Check on social: @blankcheckpod

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. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Clay on social: @claykeller Follow Screen Drafts on social: @screendrafts

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

Gwyneth Paltrow's fourth 1998 movie was the thriller A Perfect Murder, a remake of Alfred Hitchcock's Dial M for Murder. She plays Emily, a U.N. translator who survives her husband's attempt to kill her and then works to uncover his plot. We're joined by writer and Who? Weekly co-host Bobby Finger to talk about Gwyneth taking on a more active role than Grace Kelly's, and how this movie may mark the moment Michael Douglas stopped being charming. Plus: accidental fetish content, the Operation Dumbo Drop soundtrack, and Roger Ebert's bugaboos. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Bobby on social: @bobbyfinger Follow Who? Weekly on social: @whoweekly

Gwyneth Paltrow went British again for the 1998 romantic dramedy Sliding Doors, where she plays a woman named Helen who is living two different timelines after missing (or not missing) her train. We're joined by writer and film historian Marya E. Gates to talk about Gwyneth embracing dual roles, and why this movie continues to linger in the cultural consciousness. Plus: the invention of stan culture, clashing with Carolyn Bessette, and explaining the musical If/Then. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Marya on social: @oldfilmsflicker

Gwyneth Paltrow's 1998 continued with the Jessica Lange-led thriller Hush, where she plays the terrorized pregnant daughter-in-law Helen. We're joined by writer and Podcast Like It's… co-host Phil Iscove to talk about Gwyneth pretending this movie doesn't exist, and how reshoots deprived us of the over-the-top ending we deserve. Plus: the ugliest house in America, death by bees, and Dakota Johnson's affability. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Phil on social: @pmiscove Follow Podcast Like It's… on social: @podcastlikeits

Gwyneth Paltrow began her jam-packed 1998 with the romantic drama Great Expectations, playing Estella in Alfonso Cuarón's modern-day adaptation of the Charles Dickens classic. We're joined by writer Julieanne Smolinski to talk about Gwyneth leaning into her coldness to play an icy female lead, and why this movie's failure can't really be blamed on Titanic. Plus: horny green dresses, non-committal Letterboxd reviews, and Bob Odenkirk's little women. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Julieanne on social: @julieanne.smolinski

In today's special Patreon preview, we're sharing the latest installment of our What We're Watching series. For August, we're celebrating Hot Anne Hathaway Summer and Hot Tom Holland Summer with our thoughts on The Odyssey, The End of Oak Street, and Spider-Man: Brand New Day. We also discuss Teenage Sex and Death at Camp Miasma, Insidious: Out of the Further, Buddy, House of the Dragon, The Shards, and Mary Beth Barone: Galaxy Brain. Plus: the importance of adjusting for inflation, forgiving Sadie Sink for The Whale, and William Petersen hanging dong. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman

In 1997, over a year after its Sundance debut, audiences finally got to see Gwyneth Paltrow as cocktail waitress-slash-sex worker Clementine in Paul Thomas Anderson's first feature, Hard Eight. We're joined by entertainment journalist Adam B. Vary to talk about Gwyneth giving her all to the kind of role she'd never play again, and how this unusually small PTA movie shows hints of the filmmaker he would become. Plus: Sex and the City slot machines, oversharing about Brad Pitt, and the Titanic alternate ending. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Adam on social: @adambvary

Gwyneth Paltrow entered her leading lady era with the 1996 period romantic comedy Emma, where she plays snobbish yet well-intentioned matchmaker Emma Woodhouse. We're joined by film critic and programmer Jourdain Searles to talk about Gwyneth's lauded accent work, and how this movie attempted to do a silly one with Jane Austen. Plus: pretending to eat hot wings, explaining the plot of Jack, and Chris Pratt's lifeless eyes. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Jourdain on social: @judysquirrels

Gwyneth Paltrow was essentially bribed into doing the 1996 romantic comedy The Pallbearer, where she plays Julie, the former high school crush of David Schwimmer's Tom. We're joined by The Field Guide to Nepo Babies author Fran Hoepfner to talk about Gwyneth powering through this performance with Emma on her mind, and the eerie plot similarities between this movie and Dear Evan Hansen. Plus: the hanging Munchkin, an excuse to watch Marci X, and Scott Eastwood catching strays. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Fran on social: @franhoepfner

Just one week after Se7en hit theaters, another Gwyneth Paltrow film was released to a lot less fanfare. In the 1995 dramedy Moonlight and Valentino, she plays Lucy, the virginal younger sister of Elizabeth Perkins' newly widowed Rebecca. We're joined by This Had Oscar Buzz co-host Joe Reid to talk about Gwyneth's exceptional onscreen smoking, and how this movie's incredible cast can't overcome its bad writing. Plus: the "Always" music video, spoiling Boys on the Side, and things you can't say at a crab shack. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Joe on social: @joereid Follow This Had Oscar Buzz on social: @thishadoscarbuzz

In today's special Patreon preview, we're recapping the season finale of Apple TV's Cape Fear, where Amy Adams plays Anna Bowden, a defense attorney with secrets. We also share our larger thoughts on the series, and discuss whether or not Cape Fear was a good choice for Amy. Plus: Leo season generosity, thirsting over Peter Benchley, and avoiding the Nicole Kidman trap. Join the Patreon: patreon.com/supportingactresses Follow Chasing Amy Adams on social: @chasingamyadams Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman

Gwyneth Paltrow makes the most of her limited screentime in the hit 1995 crime thriller Se7en, where she plays Tracy, the doomed wife of Brad Pitt's Detective Mills. We're joined by podcaster and digital strategist Wynter Mitchell to talk about Gwyneth's performance getting overshadowed by her first tabloid relationship, and the feel-bad vibes of this massively influential film. Plus: suing Jigsaw, catching the Night Stalker, and where Madonna gets her handbags. Join the Patreon: patreon.com/supportingactresses Follow Supporting Actresses on social: @actressespod Follow Dane on social: @thedanemcdonald Follow Louis on social: @louispeitzman Follow Wynter on social: @wyntermitchell