| Year | Winner | Distributing company(s) | Recipients | Ref. |
| Director(s) | Casting Director(s) | Cast |
| 2007 | I'm Not There | The Weinstein Company | Todd Haynes | Laura Rosenthal | Christian Bale, Cate Blanchett, Marcus Carl Franklin, Charlotte Gainsbourg, Richard Gere, Bruce Greenwood, Heath Ledger and Ben Whishaw | |
| 2008 | Synecdoche, New York | Sony Pictures Classics | Charlie Kaufman | Jeanne McCarthy | Hope Davis, Philip Seymour Hoffman, Jennifer Jason Leigh, Catherine Keener, Samantha Morton, Tom Noonan, Emily Watson, Dianne Wiest and Michelle Williams | |
| 2009 | A Serious Man | Focus Features | Ethan Coen and Joel Coen | Ellen Chenoweth and Rachel Tenner | Richard Kind, Sari Lennick, Jessica McManus, Fred Melamed, Michael Stuhlbarg and Aaron Wolff | |
| 2010 | Please Give | Sony Pictures Classics | Nicole Holofcener | Jeanne McCarthy | Ann Guilbert, Rebecca Hall, Catherine Keener, Elizabeth Keener, Amanda Peet, Oliver Platt and Sarah Steele | |
| 2011 | Margin Call | Lionsgate, Roadside Attractions, Benaroya Pictures | J. C. Chandor | Tiffany Little Canfield and Bernard Telsey | Penn Badgley, Simon Baker, Paul Bettany, Jeremy Irons, Mary McDonnell, Demi Moore, Zachary Quinto, Kevin Spacey and Stanley Tucci | |
| 2012 | Starlet | Maybach Cunningham, Freestyle Picture Company, Cre Film, Mangusta Productions | Sean Baker | Julia Kim | Dree Hemingway, Besedka Johnson, Karren Karagulian, Stella Maeve and James Ransone | |
| 2013 | Mud | Lionsgate, Roadside Attractions | Jeff Nichols | Francine Maisler | Joe Don Baker, Stuart Greer, Jacob Lofland, Matthew McConaughey, Ray McKinnon, Sam Shepard, Tye Sheridan, Sarah Paulson, Michael Shannon, Paul Sparks, Bonnie Sturdivant and Reese Witherspoon |
|
| 2014 | Inherent Vice | Warner Bros. | Paul Thomas Anderson | Cassandra Kulukundis | Josh Brolin, Hong Chau, Martin Donovan, Jena Malone, Joanna Newsom, Joaquin Phoenix, Sasha Pieterse, Eric Roberts, Maya Rudolph, Martin Short, Serena Scott Thomas, Benicio del Toro, Katherine Waterston, Owen Wilson, Reese Witherspoon and Michael Kenneth Williams |
|
| 2015 | Spotlight | Open Road Films | Tom McCarthy | Kerry Barden and Paul Schnee | Michael Cyril Creighton, Billy Crudup, Paul Guilfoyle, Neal Huff, Brian d'Arcy James, Michael Keaton, Rachel McAdams, Mark Ruffalo, Liev Schreiber, Jamey Sheridan, John Slattery and Stanley Tucci | |
| 2016 | Moonlight | A24 | Barry Jenkins | Yesi Ramirez | Mahershala Ali, Patrick Decile, Naomie Harris, Alex Hibbert, André Holland, Jharrel Jerome, Janelle Monáe, Jaden Piner, Trevante Rhodes and Ashton Sanders | |
| 2017 | Mudbound | Netflix | Dee Rees | Billy Hopkins and Ashley Ingram | Jonathan Banks, Mary J. Blige, Jason Clarke, Garrett Hedlund, Jason Mitchell, Rob Morgan and Carey Mulligan | |
| 2018 | Suspiria | Amazon Studios | Luca Guadagnino | Avy Kaufman and Stella Savino | Malgosia Bela, Ingrid Caven, Lutz Ebersdorf, Elena Fokina, Mia Goth, Jessica Harper, Dakota Johnson, Gala Moody, Chloë Grace Moretz, Renée Soutendijk, Tilda Swinton, Sylvie Testud and Angela Winkler | |
| 2019 | Marriage Story | Netflix | Noah Baumbach | Douglas Aibel and Francine Maisler | Alan Alda, Laura Dern, Adam Driver, Julie Hagerty, Scarlett Johansson, Ray Liotta, Azhy Robertson and Merritt Wever |
|
| 2020 | One Night in Miami... | Amazon Studios | Regina King | Kimberly Hardin | Kingsley Ben-Adir, Eli Goree, Aldis Hodge and Leslie Odom Jr. | |
| 2021 | Mass | Bleecker Street | Fran Kranz | Henry Russell Bergstein and Allison Estrin | Kagen Albright, Reed Birney, Michelle N. Carter, Ann Dowd, Jason Isaacs, Martha Plimpton, and Breeda Wool | |
| 2022 | Women Talking | United Artists Releasing | Sarah Polley | John Buchan and Jason Knight | Shayla Brown, Jessie Buckley, Claire Foy, Kira Guloien, Kate Hallett, Judith Ivey, Rooney Mara, Sheila McCarthy, Frances McDormand, Michelle McLeod, Liv McNeil, Ben Whishaw, and August Winter | |
| 2023 | Showing Up | A24 | Kelly Reichardt | Gayle Keller | André Benjamin, Hong Chau, Judd Hirsch, Heather Lawless, James Le Gros, John Magaro, Matt Malloy, Amanda Plummer, Maryann Plunkett, Denzel Rodriguez, Michelle Williams | |
