The BEST episodes of Any Given Wednesday with Bill Simmons

Every episode of Any Given Wednesday with Bill Simmons ever, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Any Given Wednesday with Bill Simmons!

Spanning pop culture and touching on everything from sports and entertainment to arts and technology, this talk show hosted by Bill Simmons will feature intimate conversations with compelling guests, plus field segments and Simmons' signature commentary on current events.

Last Updated: 2/10/2024Network: HBOStatus: Ended
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Charles Barkley & Ben Affleck
star
9.39
49 votes

#1 - Charles Barkley & Ben Affleck

Season 1 - Episode 1 - Aired 6/22/2016

In the premiere edition of this weekly talk show, Bill breaks down why LeBron James is truly 'one of one;' plus, Charles Barkley on why LeBron is still not in his Top 5 Greatest of All Time; and New England-native Ben Affleck talks movies, sports and Deflategate.

Directors: Mark Gentile
Watch Now:Amazon
Aaron Rodgers
star
9.28
39 votes

#2 - Aaron Rodgers

Season 1 - Episode 4 - Aired 7/13/2016

After her 7th Wimbledon win, Bill explains why Serena Williams is able to rise above both on and off the tennis court; plus, a one-on-one conversation with Green Bay Packers QB Aaron Rodgers on concussions and more; Bill gives the belt to Tim Duncan.

Directors: Mark Gentile
Watch Now:Amazon
Jay Glazer, Paul Pierce
star
8.13
8 votes

#3 - Jay Glazer, Paul Pierce

Season 1 - Episode 16 - Aired 11/2/2016

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Al Michaels, Bob Costas, Vince Staples
star
8.00
11 votes

#4 - Al Michaels, Bob Costas, Vince Staples

Season 1 - Episode 14 - Aired 10/19/2016

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Mark Cuban, Malcolm Gladwell & Bill Hader
star
7.87
15 votes

#5 - Mark Cuban, Malcolm Gladwell & Bill Hader

Season 1 - Episode 2 - Aired 6/29/2016

Bill has some ideas for 'Game of Thrones' to ponder over the summer; plus, NBA owner Mark Cuban and author Malcolm Gladwell discuss NBA team owners and why Mark Cuban won't be selling the Mavericks anytime soon; and Bill has some advice for Knicks fans who want to make their team great again.

Directors: Mark Gentile
Watch Now:Amazon
Wayne Gretzky, Bill Burr and Larry Wilmore
star
7.83
12 votes

#6 - Wayne Gretzky, Bill Burr and Larry Wilmore

Season 1 - Episode 15 - Aired 10/26/2016

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Doug Baldwin, Joel McHale and Mike Rapaport
star
7.67
6 votes

#7 - Doug Baldwin, Joel McHale and Mike Rapaport

Season 1 - Episode 13 - Aired 10/5/2016

Joseph Gordon-Levitt, Cris Carter & Amy Trask
star
7.63
8 votes

#8 - Joseph Gordon-Levitt, Cris Carter & Amy Trask

Season 1 - Episode 10 - Aired 9/14/2016

Bill chats with former Raiders CEO Amy Trask and Pro Football Hall of Famer Cris Carter to talk NFL issues; Bill asks why 'Survivor' host Jeff Probst doesn't get his proper due; Joseph Gordon-Levitt talks about his career, playing Edward Snowden in his new film and shows off his Lakers pride.

Watch Now:Amazon
Danny McBride, Christina Hendricks & Michael K. W
star
7.09
11 votes

#9 - Danny McBride, Christina Hendricks & Michael K. W

Season 1 - Episode 5 - Aired 7/27/2016

Bill talks with Danny McBride; argues 'Deflategate' before Judge Joe Brown; and sits down with Christina Hendricks and Michael K. Williams.

Chris Bosh, Anthony Anderson & Joe Rogan
star
7.08
12 votes

#10 - Chris Bosh, Anthony Anderson & Joe Rogan

Season 1 - Episode 3 - Aired 7/6/2016

Bill chronicles the rise of UFC from its gritty Internet roots to billion dollar enterprise; Chris Bosh and Anthony Anderson break down Kevin Durant's move to the Golden State Warriors; UFC commentator Joe Rogan shares his expertise on Brock Lesnar and other UFC contenders.

Directors: Mark Gentile
Watch Now:Amazon
Jimmy Kimmel and Adam Carolla
star
6.90
10 votes

#11 - Jimmy Kimmel and Adam Carolla

Season 1 - Episode 17 - Aired 11/9/2016

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Kevin Durant & Nas
star
6.83
12 votes

#12 - Kevin Durant & Nas

Season 1 - Episode 11 - Aired 9/21/2016

Bill invites Vince Staples in to lay down a few 'Diss Tracks'; NBA MVP Kevin Durant discusses his move to Golden State, his relationship with Russell Westbrook and dealing with critics as legendary rapper Nas relates the world of hip-hop, his albums and dealing with 'beef'; KD and Nas stick around for a rapid-fire Speed Round.

Watch Now:Amazon
Jay Glazer, DeMaurice Smith & Malcolm Gladwell
star
6.77
13 votes

#13 - Jay Glazer, DeMaurice Smith & Malcolm Gladwell

Season 1 - Episode 9 - Aired 9/7/2016

NFL columnist Jay Glazer; executive director of the NFL Players Association DeMaurice Smith; journalist Malcolm Gladwell.

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Caitlyn Jenner, J.J. Redick & Lamorne Morris
star
6.50
2 votes

#14 - Caitlyn Jenner, J.J. Redick & Lamorne Morris

Season 1 - Episode 6 - Aired 8/3/2016

L.A. Clipper JJ Redick and 'New Girl' star Lamorne Morris sit with Bill to talk Team USA basketball past and present; Bill gives his take on fat athletes; and Olympic gold medalist Caitlyn Jenner discusses the current batch of decathletes, her Olympic career, politics and struggling with her identity.

Watch Now:Amazon
Charlamagne Tha God & Abby Wambach
star
6.50
12 votes

#15 - Charlamagne Tha God & Abby Wambach

Season 1 - Episode 12 - Aired 9/28/2016

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Ricky Williams & Seth Rogen
star
6.43
14 votes

#16 - Ricky Williams & Seth Rogen

Season 1 - Episode 7 - Aired 8/10/2016

Heisman Trophy winner Ricky Williams and New York Magazine's Rembert Browne chat about drug policies in the NFL; Bill breaks down the latest sports fan extortion, Personal Seat Licenses; 'Sausage Party' star Seth Rogen sits down with Bill to talk about the new raunchy animated comedy; Legendary stoners Seth Rogen and Ricky Williams talk trees with Bill during the 'Weed' Round.

Directors: Mark Gentile
Watch Now:Amazon
Jonah Hill, Jon Favreau & Wesley Morris
star
6.18
11 votes

#17 - Jonah Hill, Jon Favreau & Wesley Morris

Season 1 - Episode 8 - Aired 8/17/2016

Guests: Actor Jonah Hill, speechwriter Jon Favreau and writer Wesley Morris

Watch Now:Amazon