Home/Episodes/Bill’s 50 Most Rewatchable Movies of the 21st Century | With Sean Fennessey and Chris Ryan
Bill’s 50 Most Rewatchable Movies of the 21st Century | With Sean Fennessey and Chris Ryan
December 30, 2025 · 1:37:21 · ▶ Listen on Spotify
Movies Referenced (90)
| Title (year) | Links | Mentions | Mentioned by | First |
|---|---|---|---|---|
| Zodiac (2007) | IMDb ↗Lb ↗ | 13 | Bill Simmons, Sean Fennessey, Chris Ryan | ▶ 1:35:08 |
| John Wick (2014) | IMDb ↗Lb ↗ | 10 | Bill Simmons, Chris Ryan, Sean Fennessey | ▶ 18:09 |
| A Lot Like Love (2005) | IMDb ↗Lb ↗ | 8 | Bill Simmons, Sean Fennessey | ▶ 11:52 |
| Joker (2019) | IMDb ↗Lb ↗ | 7 | Chris Ryan, Sean Fennessey | ▶ 48:20 |
| Miami Vice (2006) | IMDb ↗Lb ↗ | 7 | Chris Ryan, Bill Simmons, Sean Fennessey | ▶ 25:12 |
| Proof of Life (2000) | IMDb ↗Lb ↗ | 7 | Sean Fennessey, Bill Simmons, Chris Ryan | ▶ 34:31 |
| Knocked Up (2007) | IMDb ↗Lb ↗ | 6 | Bill Simmons, Sean Fennessey | ▶ 14:37 |
| Den of Thieves (2018) | IMDb ↗Lb ↗ | 4 | Chris Ryan, Bill Simmons | ▶ 1:00:07 |
| Hereditary (2018) | IMDb ↗Lb ↗ | 4 | Bill Simmons | ▶ 43:13 |
| Limitless (2011) | IMDb ↗Lb ↗ | 4 | Sean Fennessey, Bill Simmons, Chris Ryan | ▶ 1:05:31 |
| The Hangover (2009) | IMDb ↗Lb ↗ | 4 | Chris Ryan, Bill Simmons | ▶ 1:17:46 |
| Almost Famous (2000) | IMDb ↗Lb ↗ | 3 | Bill Simmons, Sean Fennessey | ▶ 4:23 |
Directors Referenced (12)
| Name | Links | Mentions | Mentioned by | Known For | First |
|---|---|---|---|---|---|
| Cameron Crowe | IMDb ↗Lb ↗ | 4 | Sean Fennessey, Chris Ryan | Almost Famous, Jerry Maguire, Vanilla Sky | ▶ 2:26 |
| Ridley Scott | IMDb ↗Lb ↗ | 4 | Sean Fennessey, Bill Simmons, Chris Ryan | The Martian, Blade Runner | ▶ 1:34:21 |
| Taylor Hackford | IMDb ↗Lb ↗ | 4 | Chris Ryan, Sean Fennessey | ▶ 35:33 | |
| Michael Mann | IMDb ↗Lb ↗ | 3 | Sean Fennessey, Bill Simmons | The Insider, Collateral, The Last of the Mohicans | ▶ 24:10 |
| Tony Scott | IMDb ↗Lb ↗ | 3 | Chris Ryan, Bill Simmons | Unstoppable, True Romance | ▶ 27:05 |
| Chris Corner | IMDb ↗Lb ↗ | 1 | Sean Fennessey | The Saint, Open Your Eyes | ▶ 1:09:42 |
| Claiborne Lashley | IMDb ↗Lb ↗ | 1 | Sean Fennessey | ▶ 36:21 | |
| Denis Villeneuve | IMDb ↗Lb ↗ | 1 | Sean Fennessey | Blade Runner 2049 | ▶ 21:58 |
| Ivan Reitman | IMDb ↗Lb ↗ | 1 | Sean Fennessey | Up in the Air, Ghostbusters | ▶ 14:06 |
| Jamie Sheridan | IMDb ↗Lb ↗ | 1 | Chris Ryan | ▶ 1:09:48 | |
| John Hughes | IMDb ↗Lb ↗ | 1 | Sean Fennessey | Planes, Trains & Automobiles, Uncle Buck, The Breakfast Club | ▶ 26:23 |
| Kevin Costner | IMDb ↗Lb ↗ | 1 | Sean Fennessey | Dances with Wolves, Robin Hood: Prince of Thieves | ▶ 13:36 |
Actors Referenced (93)
| Name | Links | Mentions | Mentioned by | Known For | First |
|---|---|---|---|---|---|
| Amanda Peet | IMDb ↗Lb ↗ | 8 | Sean Fennessey, Bill Simmons, Chris Ryan | 2012, A Lot Like Love, The Whole Nine Yards | ▶ 11:52 |
| Ashton Kutcher | IMDb ↗Lb ↗ | 7 | Bill Simmons, Chris Ryan, Sean Fennessey | A Lot Like Love | ▶ 11:52 |
| Bill Murray | IMDb ↗Lb ↗ | 6 | Bill Simmons, Sean Fennessey, Chris Ryan | Lost in Translation, Rushmore, Moonrise Kingdom | ▶ 30:12 |
| Brooklyn Decker | IMDb ↗Lb ↗ | 6 | Sean Fennessey, Bill Simmons, Chris Ryan | Just Go with It, Battleship | ▶ 11:03 |
| Bradley Cooper | IMDb ↗Lb ↗ | 5 | Bill Simmons, Sean Fennessey, Chris Ryan | A Star Is Born, Silver Linings Playbook, American Sniper | ▶ 20:18 |
| Crazy Town | IMDb ↗Lb ↗ | 4 | Bill Simmons | Something's Gotta Give | ▶ 1:22:31 |
| Liam Neeson | IMDb ↗Lb ↗ | 4 | Bill Simmons, Sean Fennessey | Schindler's List, The Grey | ▶ 1:15:26 |
| Zach Braff | IMDb ↗Lb ↗ | 4 | Bill Simmons, Chris Ryan | Garden State | ▶ 32:24 |
| Albert Brooks | IMDb ↗Lb ↗ | 3 | Bill Simmons, Sean Fennessey | Broadcast News | ▶ 23:12 |
| Colin Farrell | IMDb ↗Lb ↗ | 3 | Chris Ryan, Bill Simmons, Sean Fennessey | The Lobster, In Bruges | ▶ 31:44 |
| Dan Campbell | IMDb ↗Lb ↗ | 3 | Bill Simmons | ▶ 5:24 | |
| Emily Blunt | IMDb ↗Lb ↗ | 3 | Sean Fennessey, Bill Simmons | Edge of Tomorrow, The Devil Wears Prada, The Adjustment Bureau | ▶ 22:15 |
Writers Referenced (5)
| Name | Links | Mentions | Mentioned by | Known For | First |
|---|---|---|---|---|---|
| Judd Apatow | IMDb ↗Lb ↗ | 5 | Bill Simmons, Sean Fennessey | The King of Staten Island, Knocked Up | ▶ 15:04 |
| Danny McBride | IMDb ↗Lb ↗ | 2 | Bill Simmons, Chris Ryan | Underworld | ▶ 1:05:00 |
| Cormac McCarthy | IMDb ↗Lb ↗ | 1 | Bill Simmons | No Country for Old Men | ▶ 1:03:18 |
| Nancy Meyers | IMDb ↗Lb ↗ | 1 | Bill Simmons | It's Complicated, Something's Gotta Give, Private Benjamin | ▶ 4:56 |
| Tony Gilroy | IMDb ↗Lb ↗ | 1 | Chris Ryan | Michael Clayton, Rogue One: A Star Wars Story | ▶ 35:33 |
Cinematographers Referenced (1)
| Name | Links | Mentions | Mentioned by | Known For | First |
|---|---|---|---|---|---|
| Ryan Creasy | IMDb ↗Lb ↗ | 1 | Bill Simmons | Terminator Genisys | ▶ 27:21 |