Jake Gyllenhaal on Picking Roles, Filming in Boston, and Creating Characters (Ep. 265)

HBO and The Ringer's Bill Simmons and author Malcolm Gladwell host a live podcast event for NYC's Advertising Week and discuss wide-ranging topics, including building a personal brand and the rise of tanking in professional sports. Learn more about your ad choices. Visit podcastchoices.com/adchoices

29 Sep 201752min

HBO and The Ringer's Bill Simmons is joined by Cousin Sal to discuss the NFL facing off against Trump (6:00), Big Ben's struggles (13:00), Tom Brady's mastery in the two-minute drill (19:00), Deshaun Watson's statement game (26:00), Bears-Packers (29:30), Saints-Dolphins in London (34:00), 49ers-Cardinals (39:00), Steelers-Ravens (43:00), updated odds on the first coach fired (49:00), Cam Newton's lack of explosiveness (55:00), Rams-Cowboys (1:01:00), and another riveting edition of "Parent Corner" (1:07:00). Learn more about your ad choices. Visit podcastchoices.com/adchoices

25 Sep 20171h 14min

HBO and The Ringer's Bill Simmons is joined by comedian Andy Samberg to discuss the Oakland sports scene (6:00), producing the first digital shorts on 'SNL' (10:00), the best casts ever on 'SNL' (15:00), impersonating Nicolas Cage (22:00), making mockumentaries with HBO Sports (28:00), selecting the essential 'Rocky' movies (36:00), preparing to host awards shows (44:00), and finding the right roles on TV (55:00). Learn more about your ad choices. Visit podcastchoices.com/adchoices

22 Sep 20171h 10min

HBO and The Ringer's Bill Simmons is joined by comedian Nathan Fielder to discuss the return of 'Nathan for You' (6:00), Michael Phelps racing an animated shark (15:00), David Blaine's magic special (18:00), how to talk about the Spurs (32:00), living life as the original millennial (38:00), developing YouTube videos (48:00), and growing up with Seth Rogen (58:00). Then, The Ringer's Mike Lombardi joins to give his thoughts on Sean Payton's sloppy start (1:09:00), the Falcons' impressive start (1:18:00), and Malcolm Butler trade ideas (1:30:00). Learn more about your ad choices. Visit podcastchoices.com/adchoices

20 Sep 20171h 43min

HBO and The Ringer's Bill Simmons is joined by Cousin Sal to discuss Sunday night's Emmys (5:00), Triple G vs. Canelo (8:00), the stout NFC South (16:00), Jay Cutler's first win with the Dolphins (22:00), Trevor Siemian impressing in Denver (27:00), Buccaneers-Vikings (34:00), Marshal Yanda's injury (38:00), Texans-Pats (44:00), Romo's rapport with Jim Nantz (48:00), Steelers-Bears (53:00), Marshawn Lynch's impressive return to form (1:01:00), Eli Manning's struggles (1:06:00), and Jerry Jones turning on Roger Goodell (1:10:00). Learn more about your ad choices. Visit podcastchoices.com/adchoices

18 Sep 20171h 17min

HBO and The Ringer's Bill Simmons is joined by Cleveland Cavaliers forward and NBA champion Richard Jefferson to discuss training with the Walton family (8:00), Tim Duncan as a teammate (15:00), Jason Kidd's dominance (23:00), the 2002 Eastern Conference finals (28:00), Kyrie's scoring ability (33:00), the missed opportunities in the 2017 Finals (38:00), the more offensive-minded NBA (44:00), the 2004 Olympic debacle (52:00), Kevin Love's room to improve (58:00), social media in the NBA (1:03:00), and living in Cleveland post-championship (1:10:00). Learn more about your ad choices. Visit podcastchoices.com/adchoices

15 Sep 20171h 16min

HBO and The Ringer's Bill Simmons is joined by renowned restaurateur David Chang and fellow DMV native Joe House to discuss the struggles of the Washington professional football team (12:00), Dan Snyder's dysfunctional stadium setup (18:00), the best kinds of bacon (24:00), the best salads to pair with bacon (30:00), food at last weekend's U.S. Open (33:00), and hotdogs as the next food frontier (44:10). Then, Bill's dad calls in to address the state of Boston sports scene (53:30), the problems with the Pats (1:01:00), and belief in Brady and Belichick (1:12:00). Learn more about your ad choices. Visit podcastchoices.com/adchoices

13 Sep 20171h 21min