Episode 283 with Jason Bailey, Author of Gandolfini: Jim, Tony, and the Life of a Legend, and a Reflective, Sympathetic Film Historian and Vault of TV and Film Knowledge episode artwork

EPISODE · Apr 29, 2025 · 1H 11M

Episode 283 with Jason Bailey, Author of Gandolfini: Jim, Tony, and the Life of a Legend, and a Reflective, Sympathetic Film Historian and Vault of TV and Film Knowledge

from The Chills at Will Podcast · host chillsatwillpodcast

  Notes and Links to Jason Bailey’s Work        Jason Bailey is a film critic, author, and podcaster. His work has appeared in The Playlist, The New York Times, Vulture, Vice, Rolling Stone, and Slate, among others. He is the editor-in-chief of Crooked Marquee, the former film editor at Flavorwire, and the author of six books-the most recent is Gandolfini: Jim, Tony, and the Life of a Legend. He lives in the Bronx with his wife and two daughters. Buy Gandolfini: Jim, Tony, and the Life of a Legend   Jason's Website   NPR Interview Re: Gandolfini     At about 2:25, Jason talks about book events and good places to buy his book, included Matt Zoller Seitz’s dynamic website  At about 4:00, Jason talks about the incomparable Edoardo Ballerini as his audiobook narrator At about 7:05, Jason talks about his cinematic and reading influences since childhood; he tells a story of seeing “At the Movies” and becoming a cinephile and movie criticism fan At about 12:10, Jason responds to Pete’s question about career thoughts in his adolescent years revolving around moviemaking/writing about movies At about 15:10, Jason talks about his approach in watching movies and whether or not he can watch a movie while “cleansing his mind” and not watching for “work” At about 16:40, Pete asks Jason about him going to movie theaters often At about 19:15, Jason responds to Pete’s question about favorite movie(s)/movies that explain his aesthetic, and the two discuss The Godfather Part I and Part II (and Part III!) At about 23:35, Jason talks about being “sympathetic and empathetic and complex” in his depiction of James Gandolfini At about 27:30, Jason shares feedback he received from Sopranos crew members and Drea DeMatteo in particular about James Gandolfini’s complicated legacy At about 29:50, Jason talks about how his moviemaking history makes him more sympathetic in reviewing movies   At about 33:45, Jason explains his background as a fan of James Gandolfini in connection to his earlier roles and his Sopranos role At about 38:50, Jason and Pete talk about post-Sopranos roles for James Gandolfini, typecasting, and delivery for iconic and moving lines At about 40:35, Jason gives background on James Gandolfini’s view of the acting life and the importance of actors At about 43:30, Jason responds to Pete’s questions about James Gandolfini’s Italian identity At about 44:40, Pete and Jason discuss James Gandolfini’s real-life and lack of real-life organized crime connections and Tony Soprano-esque accent At about 46:10, Jason tells an interesting, seemingly untold, story about James Gandolfini and dropping out of a Mafia movie At about 47:50, Pete shares a Sammy “The Bull” Gravano story and Jason talks about James Gandolfini choosing roles to “put the last nail in that Tony Soprano coffin” At about 50:15, The two discuss the haunting of James Gandolfini balanced with the great role of Tony Soprano At about 53:20, Pete uses a supposed “jump the shark” moment to ask Jason about James Gandolfini being incredibly hard on himself  At about 55:25, Jason comments on the dichotomy between James Gandolfini’s incredibly selfless, and sometimes selfish, behavior At about 58:00, The two reflect on a sense of seeming-contentment and fading health At about 1:00:00, Jason responds to Pete’s questions about “treading lightly” regarding revelations and sympathetic coverage of such a beloved figure At about 1:02:00, The two discuss revisiting The Sopranos dream scenes and the famous last scene after James Gandolfini’s death At about 1:03:00, the two discuss the last scene(s) shot for The Sopranos At about 1:04:00, Enough Said and its poignancy is discussed in terms of the potential of James Gandolfini’s acting range At about 1:07:15, Jason describes the “gift” that is the final quote in the book, from Robert Iler At about 1:08:00, Jason shares contact info and buying info for his book, from Abrams Books        You can now subscribe to the podcast on Apple Podcasts, and leave a five-star review. You can also ask for the podcast by name using Alexa, and find the pod on Stitcher, Spotify, and on Amazon Music. Follow Pete on IG, where he’s @chillsatwillpodcast, or on Twitter, where I’m @chillsatwillpo1. You can watch other episodes on YouTube-watch and subscribe to The Chills at Will Podcast Channel. Please subscribe to both my YouTube Channel and the podcast while you’re checking out this episode.       Pete is very excited to have one or two podcast episodes per month featured on the website of Chicago Review of Books. The audio will be posted, along with a written interview culled from the audio. His conversation with Episode 270 guest Jason De León is up on the website this week. A big thanks to Rachel León and Michael Welch at Chicago Review.     Sign up now for The Chills at Will Podcast Patreon: it can be found at patreon.com/chillsatwillpodcastpeterriehl      Check out the page that describes the benefits of a Patreon membership, including cool swag and bonus episodes. Thanks in advance for supporting his one-man show, his DIY podcast and his extensive reading, research, editing, and promoting to keep this independent podcast pumping out high-quality content!    This month’s Patreon bonus episode will feature an exploration of the wonderful poetry of Khalil Gibran.    Pete has added a $1 a month tier for “Well-Wishers” and Cheerleaders of the Show.    This is a passion project, a DIY operation, and Pete would love for your help in promoting what he’s convinced is a unique and spirited look at an often-ignored art form.    The intro song for The Chills at Will Podcast is “Wind Down” (Instrumental Version), and the other song played on this episode was “Hoops” (Instrumental)” by Matt Weidauer, and both songs are used through ArchesAudio.com.     Please tune in for Episode 284 with Vanessa Saunders, a Professor of Practice at Loyola University New Orleans. Her writing has appeared in Sycamore Review, Los Angeles Review, Stockholm Review of Literature and other journals. Her novel, The Flat Woman, won FC2's Ronald Sukenick Innovative Fiction Prize.    The episode airs on May 6.

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Notes and Links to Jason Bailey’s Work Jason Bailey is a film critic, author, and podcaster. His work has appeared in The Playlist, The New York Times, Vulture, Vice, Rolling Stone, and Slate, among others. He is the editor-in-chief of Crooked Marquee, the former film editor at Flavorwire, and the author of six books-the most recent is Gandolfini: Jim, Tony, and the Life of a Legend. He lives in the Bronx with his wife and two daughters. Buy Gandolfini: Jim, Tony, and the Life of a Legend Jason's Website NPR Interview Re: Gandolfini At about 2:25, Jason talks about book events and good places to buy his book, included Matt Zoller Seitz’s dynamic website At about 4:00, Jason talks about the incomparable Edoardo Ballerini as his audiobook narrator At about 7:05, Jason talks about his cinematic and reading influences since childhood; he tells a story of seeing “At the Movies” and becoming a cinephile and movie criticism fan At about 12:10, Jason responds to Pete’s question about career thoughts in his adolescent years revolving around moviemaking/writing about movies At about 15:10, Jason talks about his approach in watching movies and whether or not he can watch a movie while “cleansing his mind” and not watching for “work” At about 16:40, Pete asks Jason about him going to movie theaters often At about 19:15, Jason responds to Pete’s question about favorite movie(s)/movies that explain his aesthetic, and the two discuss The Godfather Part I and Part II (and Part III!) At about 23:35, Jason talks about being “sympathetic and empathetic and complex” in his depiction of James Gandolfini At about 27:30, Jason shares feedback he received from Sopranos crew members and Drea DeMatteo in particular about James Gandolfini’s complicated legacy At about 29:50, Jason talks about how his moviemaking history makes him more sympathetic in reviewing movies At about 33:45, Jason explains his background as a fan of James Gandolfini in connection to his earlier roles and his Sopranos role At about 38:50, Jason and Pete talk about post-Sopranos roles for James Gandolfini, typecasting, and delivery for iconic and moving lines At about 40:35, Jason gives background on James Gandolfini’s view of the acting life and the importance of actors At about 43:30, Jason responds to Pete’s questions about James Gandolfini’s Italian identity At about 44:40, Pete and Jason discuss James Gandolfini’s real-life and lack of real-life organized crime connections and Tony Soprano-esque accent At about 46:10, Jason tells an interesting, seemingly untold, story about James Gandolfini and dropping out of a Mafia movie At about 47:50, Pete shares a Sammy “The Bull” Gravano story and Jason talks about James Gandolfini choosing roles to “put the last nail in that Tony Soprano coffin” At about 50:15, The two discuss the haunting of James Gandolfini balanced with the great role of Tony Soprano At about 53:20, Pete uses a supposed “jump the shark” moment to ask Jason about James Gandolfini being incredibly hard on himself At about 55:25, Jason comments on the dichotomy between James Gandolfini’s incredibly selfless, and sometimes selfish, behavior At about 58:00, The two reflect on a sense of seeming-contentment and fading health At about 1:00:00, Jason responds to Pete’s questions about “treading lightly” regarding revelations and sympathetic coverage of such a beloved figure At about 1:02:00, The two discuss revisiting The Sopranos dream scenes and the famous last scene after James Gandolfini’s death At about 1:03:00, the two discuss the last scene(s) shot for The Sopranos At about 1:04:00, Enough Said and its poignancy is discussed in terms of the potential of James Gandolfini’s acting range At about 1:07:15, Jason describes the “gift” that is the final quote in the book, from Robert Iler At about 1:08:00, Jason shares contact info and buying info for his book, from Abrams Books You can now subscribe to the podcast on Apple Podcasts

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Episode 283 with Jason Bailey, Author of Gandolfini: Jim, Tony, and the Life of a Legend, and a Reflective, Sympathetic Film Historian and Vault of TV and Film Knowledge

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