A Very Sopranos Halloween with Jesse Farrar

Happy Halloween! This week on a spooktacular edition of The Outfit, Dan is joined by longtime friend, host of Your Kickstarter Sucks, Jesse Farrar, for a Sopranos-style therapy session with Dr. Alana. After failing to make headway, the gang takes a deep dive into the pilot of the greatest show of all time, The Sopranos. If you haven't finished the series, listen...if you dare. From Shrek to cannoli to the headaches of owning a driveway, the group breaks down a show even more relevant today than when it came out.The Outfit is a production of Higher Ground and Headgum.Hosted by Dan O’Sullivan and Alana Hope LevinsonExecutive Produced by Dan O’Sullivan and Alana Hope LevinsonProduced by Julia MurrayProduction Assistance by CJ Archerd and Franchesca DiazManaging Producer is Tiffany HammondSound Design and Engineering by Ryan Kozlowski and Andrew EapenLike the show? Rate The Outfit on Spotify and Apple Podcasts and leave a review.Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on The Outfit via Gumball.fmSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Episode metadata supplied by the publisher feed · Published Oct 30, 2025

What this episode covers

Happy Halloween! This week on a spooktacular edition of The Outfit, Dan is joined by longtime friend, host of Your Kickstarter Sucks, Jesse Farrar, for a Sopranos-style therapy session with Dr. Alana. After failing to make headway, the gang takes a deep dive into the pilot of the greatest show of all time, The Sopranos. If you haven't finished the series, listen...if you dare. From Shrek to cannoli to the headaches of owning a driveway, the group breaks down a show even more relevant today than when it came out.The Outfit is a production of Higher Ground and Headgum.Hosted by Dan O’Sullivan and Alana Hope LevinsonExecutive Produced by Dan O’Sullivan and Alana Hope LevinsonProduced by Julia MurrayProduction Assistance by CJ Archerd and Franchesca DiazManaging Producer is Tiffany HammondSound Design and Engineering by Ryan Kozlowski and Andrew EapenLike the show? Rate The Outfit on Spotify and Apple Podcasts and leave a review.Follow Headgum on Twitter, Instagram, and Tiktok. Advertise on The Outfit via Gumball.fm See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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A Very Sopranos Halloween with Jesse Farrar

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This episode was published on October 30, 2025.

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