Bill’s 50 Most Rewatchable Movies of the 21st Century | With Sean Fennessey and Chris Ryan

8:09Bill Simmons:oh so we watched that over Thanksgiving break when Zoe was here That movie did not make the list. Truly deranged movie.

8:16Sean Fennessey:Like a movie that doesn't realize how funny it is.

8:19Bill Simmons:Oh, we realized it immediately. We made jokes and laughed all... Do you know the premise of that movie? Isn't it like two people's partners die in a car accident and then the two people sort through their feelings about them kind of thing? The other two. But they were kind of always in love.

8:35Sean Fennessey:There's a lot of parental who's the real daddy stuff going on in it too. Like paternity kind of stuff? Yeah. That's cool.

8:41Bill Simmons:It's another Dave Franco. I'm not sure how this quite happened career-wise. But then on top of it, it's Alison Williams, season tickets. I'm just always going to support her.

8:52Sean Fennessey:I feel the exact same way.

8:53Bill Simmons:I really enjoy her as well. Really enjoy her. We'd love to see her on a nice little prestige something. Yeah. Could she have been Shiv Roy having her kid kidnapped on Peacock? I feel like she could have. She should have at least been Shiv Roy's best friend on all of them. Did you both watch that show? I watched the first one. The first episode? Yeah, and my wife burned through it. Okay. You watched all of it. Bang through it. Yeah. If it's kidnapping, I'm there. I don't even need to know anything else. You really settled into a trash prestige zone. You love Beast and Me, All Her Fault. But Beast and Me is better than All Her Fault.

9:28Bill Simmons:Yes. My sweet spot is if it's a prestige TV show that I don't really totally have to watch as I'm watching it.

9:36Sean Fennessey:Okay. I'm like half watching it.

9:39Bill Simmons:Pluribus, I heard there's cannibalism. I might be back. I only saw the first one.

9:43Sean Fennessey:Kind of.

9:44Bill Simmons:I will comment on that.

9:46Sean Fennessey:How's Snook doing these days? I've missed her.

9:51Bill Simmons:You know, I think we found out there weren't a lot of out pitches other than the splitter. I see.

9:58Sean Fennessey:But it's a nasty splitter, though.

10:00Bill Simmons:Really good splitter. Great bite on that pitch. But I'm not sure there's other... She would be great as the third starter on the Dodgers, but maybe not the ace of the Pirates kind of thing. Yeah.

10:09Sean Fennessey:Maybe even the number five starter

10:11Bill Simmons:on the Dodgers.

10:11Sean Fennessey:You know, it's never too late to develop a change-up. That's something that I like to say.

10:15Bill Simmons:We'll see with her. All right, here we go. I think she's great. My top 50 going down from 50 to 1. Number 50. Just go with it. Adam Sandler. This is a Simmons Family classic. Jennifer Aniston.

10:32Bill Simmons:There's a Nicole Kidman. And who's Dave Matthews? They have a cameo. You get to go to Hawaii. This was a big movie for us during COVID when everybody was trapped. Is this the one that's kind of a mystery? No. Oh, no. No. He works. I think he runs a sports store. Or he's a plastic surgeon. I can't remember what his job is. Jennifer Aniston works for him.

10:54Sean Fennessey:He either runs a sports store or he's a plastic surgeon.

10:57Bill Simmons:The thing is, I've seen this movie 30 times. And he's dating Brooklyn Decker.

11:02Sean Fennessey:Yes, that's what this movie is best known for.

11:04Bill Simmons:And they're about to get married, but Aniston goes on the vacation with him. and then he's starting to realize he might have feelings for her and not Brooklyn Decker and hijinks and misunderstandings ensue but we're in Hawaii the whole time. This movie's just delivered the goods for the Simmons family ever since it came out.

11:20Sean Fennessey:Memorable sequence where Brooklyn Decker is emerging from the ocean. I recall that. Wearing a bikini. Number 49.

11:27Bill Simmons:About to already get controversial. Can I ask you just a quick question between 50 and 49? Any metrics applied to this stuff? Like was there any like number of rewatches? No, just mentally, how many times I've dived in, do I own it? Is it something my wife and I like equally? Like those kind of things. Which brings us to 49. A lot like Love with Amanda Peet and Ashton Kutcher. This movie came out 21 years ago. It's the best work Ashton Kutcher's ever done.

11:57Sean Fennessey:Yeah. It is a great answer for the, if you had Amanda Peet season tickets,

12:05Bill Simmons:why wasn't she Julie Roberts basically I feel like this movie came out in 1998 did it really come out in 2004 the music is exceptional okay it's exceptionally rewatchable and my wife loves it and it's one of those ones where my wife loves it but I always jump in when she's watching

12:21Sean Fennessey:a lot like love

12:22Bill Simmons:a lot like love

12:23Sean Fennessey:so I saw this in movie theaters but I could have sworn I saw it in high school on a date I guess not it's really good I don't think I've ever seen this it's really good did see Amanda Peete at a sushi restaurant the other week and fully did the Alonzo morning gif where I was just like, I still got it. So first two have not appeared on the rewatchables. They have not.

12:46Bill Simmons:A Lot Like Love is on some sort of list. You're circling it. One thing with A Lot Like Love that I like, I like the structure in general, especially for rewatchables, is the characters aging over the years and running into each other three, four years later, I just think sucks me in every time from a rewatchable standpoint. wearing different wigs. There's a Kutcher discussion for this movie. Of like what he left on the table. He's really good in this movie. I'm telling you, I would defend Ashton Kutcher in this movie to death. My wife, it's like one of her favorite why didn't he have a bigger career actors even though I guess she would say he did have a big career.

13:22I mean, isn't the big sliding door... I wonder... The Cameron Crowe movie. It's Elizabeth Town, right? Top five performances by Kutcher right now.

13:32Sean Fennessey:Let's do it. Number five, The Guardian with Kevin Costner. See, he's… Number four, what's that movie where he seduces Anne Heche? What's it called? It's not Split. It's… I'm honestly struggling to think of this film. Yeah, I can't think of five Ashton Kutcher movies. IMDb. I mean, like, he was on The Ranch for, like, five, six years. He was on…

13:53Bill Simmons:He did one of those Best Friend Fall in Love movies where it was, like, him and Mila Kunis or him with somebody like Mila Kunis. Yeah, it was, like, one of those.

14:01Sean Fennessey:No Strings Attached. No Strings Attached. directed by Ivan Reitman, starring Natalie Portman. He's not bad in that. It's not bad.

14:07Bill Simmons:That's probably his second best movie ever.

14:09Sean Fennessey:What about his portrayal of Steve Jobs in the movie Steve Jobs? Kind of got nuked off the face of the earth by the other Jobs movie.

14:15Bill Simmons:A lot like Love's interesting because it spans. He's in the tech boom in the early 2000s, and it feels like he's going to have this awesome company. And then it doesn't work out. And then him and Amanda Peet, they keep running into each other. And then near the end, they realize they're in love. Okay. It's a good rom-com.

14:30Sean Fennessey:Is this Kutcher's last appearance on the list? Yeah.

14:34Bill Simmons:Number 48, Knocked Up.

14:36Sean Fennessey:Oh, yeah. Knocked Up is 48. 48. Knocked is a lot like Love and Knocked Up. Just like this.

14:43Bill Simmons:My issue with this movie is it's too long and I don't like the last half hour, but I really like the first hour. And there's a couple of movies on this list where from a rewatchable standpoint, it's like… Like when it first starts and he's with all his friends and stuff like that. Great first hour. I love everything. Leslie Mann's insane in it. Yeah. And there's some really good friend stuff. There's some classic like Apatow stuff. It's young Seth Rogen. Heigl probably peak of her powers. Whatever powers those were. The floor is yours. Huge fan. Huge fan of her as Izzy on Grey's Anatomy and in this movie.

15:14Yeah.

15:15Bill Simmons:This movie really falls apart, but from a rewatchable standpoint. And I can't remember. Did we do it on? When does it fall apart? We did it on the last like 25 minutes. When he puts it all back together. They're having a kid.

15:25Sean Fennessey:We did it on rewatchable. Everything also that takes place at E, where Katherine Heigl works, is really funny. All that stuff is great.

15:31Bill Simmons:It's a good movie. See, we've had 25 years. I mean, it's like knocked up 48, but we've had a lot of movies. Number 47, Flight. We've done this on Rewatchables. It's hilarious that it's so Rewatchable, but it really is. And we covered all the reasons when we did the podcast about it. I feel like Denzel's house hearing is becoming more and more, or his NTSB hearing is becoming more and more of a meme these days. It's just like when they ask me. the scene where they ask Lane Kiffin like where he's been the last two weeks when he breaks

16:05Sean Fennessey:into the mini fridge in the hotel and feeling all right hits that was me when all the Mets news was happening where's the fucking vodka

16:16Bill Simmons:what's I was thinking one of the things with rewatchables with this by the way I have no notes other than the list I don't know why I keep looking down on my iPad a big signature event that you know Castaway has this, sadly not on the list. But it's like, oh, the plane crash is coming. I want to watch this. Flight has the, oh, we're about to, Denzel's about to try to fly this plane drunk. I think I'm going to be in for the next 15 minutes and then you just get sucked in. One of my favorite trailers, just because it's mostly the crash with Feeling Alright and Gimme Shelter, which is just like the most bonehead music selections ever.

16:52At this point, also, I would love to get a supplemental list going of most rewatched scenes on YouTube from this group of movies. Oh, that's interesting. And I think the flight plane crash would go pretty high for me on this.

17:06Sean Fennessey:I'm going to guess there are two more Denzel movies on the list. Oh, there's more than that. I'll take the over. Wow.

17:13Bill Simmons:Including the next movie, number 46, The Equalizer. Wow. Yeah. This is really fun. Just a textbook rewatchable. Yeah. Textbook. So, I know… Wait, do you think there's more than one equalizer on this list.

17:27Sean Fennessey:Yeah. I prefer Equalizer 3. That's my favorite of the three.

17:30Bill Simmons:I know. The great thing about the Equalizer franchise, it's not like the Taken franchise where Taken 1 is clearly best, 2 is second best, and then 3 is like, all right, fine. Yep. Equalizer, there are people who are like, E3 is my one. E3 is Italy, right? E3 is Italy. Yeah. And it looks great.

17:46Sean Fennessey:And he's like retired and become like a pasta maker or something. It's fucking ridiculous. Pedro Pascal is Equalizer 2, right? Yeah. Yeah.

17:55Bill Simmons:Really good movie. Wish they just made more movies like The Equalizer. Yeah. I just feel like we could be banging these out with any male action star we have. I don't know what we're doing wrong.

18:05Sean Fennessey:It's his John Wick, right? And it's just… The only real physical activity he has to do is just like quickly grab a gun away from a guy. Like he doesn't have to punch and kick people anymore. He just needs to shoot you in the face.

18:16Bill Simmons:What do we have in this movie? Is it Albanians? Equalizer 1? Equalizer 1. It's somebody. It's not the Russian mob. Maybe it's just Russians. Because he goes and fucks all those guys up in the beginning and they're like, oh my God, you know who you just messed with? And he's just like, I don't care. First sports movie, number 45, Miracle. What year is that? 2004 range. We did do this on Rewatch. We did do that one.

18:44Sean Fennessey:Really good movie.

18:45Bill Simmons:Has some good jump in things. Has some good throw down in the background moments. Some good speeches. Yeah, Russell is awesome in this movie. Fun to relive us beating the Russians Number 44 Movie we have not done on rewatchables Borat Holds up Rewatch it during COVID Some really fun stretches From a rewatchable standpoint Some of the hardest I've ever laughed in my life Really really good It's almost 20 years old This could be next year I go back to sections of it I really like when he shows up in New York And he's watching TV and he's just falls in love with Pamela Anderson like there's just some really deeply funny shit you like the wrestling scene in the hotel room I do yeah great job by Azumat another comedy number 43 Wedding Crashers yeah oh that's I would imagine Wedding Crashers would have been a little higher so really really strong first hour yes it's another one where it's like first hour wow I'm in and then you don't kind of care if you finish it but some great ones.

19:52Bill Simmons:You don't like it when comedies get sad. No, it's just sometimes they shoot their wad in the first five innings. I mean, the opening 10 minutes of this movie is about as ecstatic as you can get.

20:02Sean Fennessey:The negotiation with Dwight Yoakam and then into the montage.

20:06Bill Simmons:With DeMornay.

20:07Sean Fennessey:Yeah.

20:07Bill Simmons:It's aged in a really interesting way. Shut your mouth when you're talking to me. It's aged because aged well because of Bradley Cooper. It's just funny to see him not knowing he's going to be famous yet. But then also, what's his face? I'm blanking. Christopher Walken. No, what's the name of the guy who plays the range brother? Oh, Will Ferrell? No, he's the one. The younger guy. The younger brother, whatever that guy's name is. Oh, I can't remember his name. Oh, the one who does the painting? Yes. He was my worst case scenario for Ben. It's Todd. My worst case scenario for Ben for a long time.

20:45The touch football scene was great.

20:49Sean Fennessey:I just think at that moment in time Vaughn and and Nolan Wilson had something special chemistry wise like you know and they tried to recreate it in movies after that and they couldn't ever get back to that specifically but they were so great together yeah it's interesting to hear them talk about it and be like they won't let us make an R-rated movie basically and it's just like you guys you just want to watch Vince Vaughn grab Jane Seymour's breasts again that's something that's important to you Jane Seymour

21:16Bill Simmons:number 42 Wolf of Wall Street It's very long. But from a rewatchable standpoint, hopping into sections really works with this movie.

21:25Sean Fennessey:Yeah. No scene is too long. That's part of the reason why I love it so much. It doesn't feel long to me because it's like, it moves really fast.

21:32Bill Simmons:Yeah. Number 41, Sicario. 41?

21:46Are you going to talk about it? what are you going to do you talk about it

21:50Bill Simmons:I'm not going to talk about it

21:51Sean Fennessey:I'm not going to talk about it because I'm saving it for the pot I'll talk about it if you want it's a film directed by Denis Villeneuve it's about a narco terrorism and the way that the US government is encroaching upon its own jurisdictions in Mexico Josh Brolin has a lot of our favorite people in it you know Benicio Del Toro really good Emily Blunt performance Emily Blunt yeah Bernthal yeah Bernthal sure Bernthal Solid movie. We might have to do it at some point on the rewatchables. I sent Sean the same clip, the clip of Bernthal talking to Shia LaBeouf about working at Home Depot. The poetry of me.

22:29Not the poetry of you. You really think you could work at Home Depot? That's something you think you could do? He's like, I'm there all the time.

22:36Bill Simmons:I'm there all the time. I love it. Alright, we'll take a break and then we'll do the Top 40. This episode is brought to you by TaxAct. Like an expert coach, TaxAct offers step-by-step guidance and guaranteed accuracy when filing taxes. Get tips along the way, add expert assist to talk to tax experts and let our experts do your taxes for you with expert full service. Tax Act helps you find the deductions and credits you deserve so you can get them over with. Visit taxact.com to learn more. Conditions apply. See taxact.com for details. This episode is brought to you by the Home Depot. Spring is starting, so it's time to wake up your yard.

23:14Bill Simmons:And at the Home Depot, they've got everything you need to do it with low prices guaranteed. Mowing your lawn is a dream with top brand outdoor power tools like the Ryobi 40-volt mower with up to 50 minutes of runtime. You can add a pop of color with spring blooms and fresh plants and refresh your garden beds with earth grow mulch, five bags for just$10. Start your spring with low prices now through April 1st. Available at the Home Depot. Exclusions apply See Home Depot dot com Slash Price match For details Alright top 40 Number 40 Collateral Yeah A movie that I saw In the theater Yeah At the Grove In LA And really enjoyed it And Never thought it would be a movie I watched Multiple multiple times Over the next 20 years Yes But there's I think because we live here That helps Evil Cruise Um Fox is really good Uh Figuring out some of the stuff Michael Mann always fucks up about LA about how easy it is to get from there to there.

24:16Bill Simmons:Careful, he disagrees with you. I know, he does. But this one has aged really nicely. And the guy who shot this is shooting Heat 2. Which is apparently going into production next summer.

24:27Sean Fennessey:We didn't do this on 25 for 25, but maybe I made a mistake on that. Did you do a Michael Mann? No. This is high up there on my list. Fucking hater. Yeah. So Thief and Heat are always one too. For me. But this Manhunter and Insider are in like a death match for three. And I I love this movie. I know this isn't your last Michael Mann on this list. It's definitely not.

24:49Bill Simmons:Okay. I think from a rewatchable standpoint we already did this one but there's just a couple great scenes. Like that scene when he goes Hey homie is that my briefcase? The jazz club scene Incredible. When that guy realizes that Cruise is what's going on like I don't know. There's

25:05Sean Fennessey:So did we see this together or no? I don't think so. What year did this come out? 05-06 I'm gonna say 05 right around when we met we saw Miami Vice together I don't know if we saw Collateral together but I remember Chris being like when I grow up I want to be Pete Berg and Mark Ruffalo in this movie like that was his he wanted his whole personality to be those guys I did a task panel talk recently and I was like I didn't even have a question I was just like Mark Ruffalo you were in Collateral and he was like yeah man cool I was like you had that goatee right

25:36Bill Simmons:and he was just like yo You're trying to find that guy? Number 39, Mean Girls. Yeah. Yeah, good call. Very good. Good family movie. Really good movie. Lindsay Lohan's just great in it.

25:51Sean Fennessey:You've done this on the Rewatchables. We did it. We did it pretty early. Might have to redo it. Yeah. Really funny movie. Did you see the musical? The musical remake?

25:58Bill Simmons:Didn't like the musical as much. I think one good thing with Mean Girls, it's good from beginning to end. The whole movie's really good. It has the classic arcs of all the 80s teen things where it's like, oh, popularity went to her head. Now she's got to find herself again. But it's just really smart. Tim Meadows is really good in it.

26:15Sean Fennessey:Hilarious, yeah.

26:16Bill Simmons:Tina Fey's good. Script's good. Whole thing's good.

26:18Sean Fennessey:Big win. It's one of the few 21st century comedies that reminds me a lot of the John Hughes movies or the vacation movies where it's like, this movie's just eternal. The idea of it is never going to expire. And it's like, going into high school is really hard and really hard on girls. I think about this all the time with my daughter. It's like, That movie is just going to be around for another 100 years.

26:38Bill Simmons:It's one of the rare movies on this list that my wife, my daughter, and me all like equally. Does Ben like it? He's probably watched it once. It's fun. Number 38, Man on Fire. Okay. Two Denzels. Three.

26:54Sean Fennessey:Three Denzels.

26:55Bill Simmons:We're up to three already. First Tony Scott. This is a weird one because some people don't like this movie and I just want to fight them. Who doesn't like this movie? Just some people are like, eh, too long. Tony Scott. a little over the top. Even when we did it, I didn't feel like there was enough excitement that we did it on rewatching us. Oh, yeah, because I feel like you were like, we finally arrived. We're here. Well, I was like, this might be my favorite Denzel performance. People are like, don't say that. That's crazy. I'm like, I'm going to say it. Is his name John Creasy? Yeah, he paints his masterpiece.

27:24Bill Simmons:Really great child actress performance by Dakota, too. She's just awesome. Loops back around for Equalizer 3, right? Yeah. That's right. And I think this one's aged really nicely, and I just, I love everything about this movie and you can jump in at any point and you're good to go. Tony Scott, one of like his most stylish like flex movies where he's just like doing all this stuff where you're like, I don't really even know why you're switching film stocks here and doing like reversing the film and then going forward and yeah.

27:54Sean Fennessey:Last Tony Scott movie? On this list? I bet not.

28:00Bill Simmons:Can't remember. We'll see how it goes. Number 37, Top Gun Maverick. way lower than I mean way I thought it would be way higher I don't have enough time with it I've only had a few runs with it I don't feel like compared to some of the other older ones on this list it can hang but I think for the last when did it come out? 21? 22 I think for this decade it might be the one I've seen the most would you say this is the best hype to release to like kind of this is the best like movie experience so far of the decade like from beginning middle end of when we heard about it yeah yeah how getting ready for it to come out then it came out dude's fucking saluting the screen when the credits are rolling I think like like culturally more broadly

28:48Sean Fennessey:for sure I mean it is the movie that is considered to have brought back movies and everybody had so much fun with it and it's also a movie that everybody was like yeah I saw it three times like that was normal to go see it three times because people love the feeling of it it's also just like really well made like really well like it is a cut above of even that, you know, the best of those kinds of movies. And that's one of the reasons why I think it's going to persist for a while. Speaking of most YouTube scenes, I probably watched the, like, from Jon Hamm go and send him to Maverick blowing up.

29:23Like, that 10-minute stretch is perfect. It's so good.

29:26Bill Simmons:My favorite rewatchable scene, though, is obviously the love scene with him and Jennifer Connelly. Yes, him laughing maniacally. The height of comedy. After sailing. absolute height of the funniest stuff Cruz has ever done. No, they were telling really good jokes, but it was all off screen. The funniest minute of Cruz's career. It was just like a Nathan for you episode in the middle of that. CR and I, we did this for rewatchables during like everyone stay away from each other COVID times. Yeah. We came over and we did it in my little pool house, but we were as far apart as possible doing it. Yeah.

29:59Bill Simmons:That's how important it was to do it.

30:01Sean Fennessey:Did you guys give each other COVID?

30:03Bill Simmons:Might have. I didn't get it until I went to England. That's 37. Number 36, Lost in Translation.

30:09Sean Fennessey:Hey.

30:10Bill Simmons:Also been on the show. Also been on the show. Favorite Bill Murray of the past probably 30 years.

30:16Sean Fennessey:Where are you at on Bill Murray these days? Underrated? Overrated? Too caught in the slipstream of controversy? I think he's properly rated. Okay. Did you watch the John Candy documentary? I did. I thought that was interesting. I guess I don't associate Bill Murray with John Candy for some reason. It feels like all those people are kind of overlapping with all these different ways. There are tons of crossover. Did they ever make a movie together?

30:41Bill Simmons:They did. What was the movie? Somewhere in the 80s, they made something together. Gosh, what movie did they make together? For Lost in Translation, really well.

30:52Sean Fennessey:Stripes, thank you.

30:53Bill Simmons:Oh, yeah, that's right. He was Ox. I was just blanking. I like going to another country for a rewatchable. I've never been to Japan. Just fun to go. You think you'll go? No. Scarlett Johansson's great.

31:13She's...

31:14Bill Simmons:I saw this movie. I didn't need to go.

31:16Sean Fennessey:That's why you're the best.

31:17Bill Simmons:Scarlett Johansson's fantastic. I like the music in this movie. I like the way it moves. I like the ending. It hits all the checkpoints. We're starting to get into some really good ones.

31:28Sean Fennessey:So is there three more Sophias on the list or two more?

31:36Sean Fennessey:Bling Ring. Oh, there's zero. What's the one where everybody makes love to... All the women want to be with... Was it Colin Farrell? Oh, The Beguiled? Yeah, The Beguiled. No? Didn't make the list?

31:51Bill Simmons:Number 35. The movie we have not done on the rewatchables. Garden State. Okay. Garden State above some films. there. What do you mean? What's that supposed to be in CR? Knowing what I know about you, I would think that, say... You thought it would have been higher on the list? I thought it would be closer to the 40s. Like high 40s if it would be in here. Really like the music. Yeah. My wife loves this movie and I always get sucked in when she wants to watch it. I really like Zach Braff in this movie. It's just a weird... Really, I think all of us have a complicated relationship with Zach Braff, but I think he's perfect for this movie.

32:34Bill Simmons:It's pretty straightforward. Yeah.

32:35Sean Fennessey:He's fine. Yeah.

32:36Bill Simmons:But he's perfect for this movie and I'm not really sure why. I want to love you, but you make too many T-Mobile commercials. Right. I think the concept of somebody whose life kind of sucks going home and they're kind of a hero, even though they shouldn't be, always works. Undefeated. Undefeated. So I think Skarsgård's amazing in this movie as the funeral guy. Oh, yeah. And I think the music's just great. I it's honestly when it's a like a little like a lot like love where it's just a fun hang

33:04Sean Fennessey:I feel like the movie was overrated upon release and is now underrated it's like gone through the take cycle where people like oh garden state and they roll their eyes and now I think that that's unfair too it's it's a very sincere thoughtful movie that does it is a little cliche it is a little like I'm making my version of the graduate but it's enjoyable portman's really good um

33:29Bill Simmons:number 34, Black Hat. Wow. Wow. I can't apologize. The heart wants what the heart wants. It was, we did it when we talked about the pod. There's the first five times we're trying to figure out what's happening. And then the next five where you know what's happening and it all unlocks and makes sense. Yeah, they're gonna have a shootout in this like nuclear reactor. Yeah. We get to go to China at one point or wherever. Where's the ending? Somewhere in Asia? Thailand? Thailand. No, isn't it all in like Singapore or something like that? Singapore, wherever we are. Yeah. The nuclear meltdown is in China.

34:06It's in China.

34:08Sean Fennessey:Mike Mann. It's an incoherent failure. I don't know what else to say. It's an awesome movie.

34:13Bill Simmons:See, this is awesome.

34:15Sean Fennessey:I've been teasing Chris about this movie. I knew for this movie for 10 years. You didn't watch it properly? Yeah, like the FX version. The director's cut. With lots of commercials. So I can take a break and read up on what is actually transpiring the film's plot. I'm not going to apologize

34:29Bill Simmons:for this one either. Number 33. Proof of Life. Stuff of Legends. Just watched it three weeks ago. Stuff of Legends. I actually think that this movie, we did it for rewatchables, but I actually think this movie is so much better than people realize it was. And I will die thinking that. Okay. We were just talking about Cusack a bunch for High Fidelity. And if you had told, if I had told you in like 1999 that Nick Cage, John Cusack, and Russell Crowe will each be making six direct-to-video movies a year? Like, how do you think you would process that?

35:07Sean Fennessey:It would be really hard to accept. Crowe would have been the most shocking. Yeah, Crowe would have been stunning. Although Crowe kind of having a little moment here. Nuremberg is doing pretty well at the box office, you know? I'm not, you know, not the Nuremberg Trials. Those were some, that was 80 years ago, Chris. That was a box office flop. It was. Proof of Life I don't even know if I've seen it

35:30Bill Simmons:I honestly don't even know if I've seen it that's where he's just being a dick Tony Gilroy and Taylor Hackford Taylor Hackford the surest pair of hands honestly yes

35:39Sean Fennessey:off the incredible success of The Devil's Advocate and this is what we're still not entirely sure but we're pretty certain that Helen Mirren has heard the rewatchables because of the Proof of Life you're pretty sure well we know Taylor Hackford has and she might have been in the car while he was listening He was listening.

35:57Bill Simmons:Caruso with an all-time DM waiters. I don't know if it's number one, but it's first ballot. Oh, we could have named it the Caruso. See, you got to give this movie a chance. Can this be your Christmas project?

36:10Sean Fennessey:To watch Proof of Life for the first time?

36:12Bill Simmons:Yeah.

36:13Sean Fennessey:Yeah. Is it available on 4K?

36:16Bill Simmons:Good question. Oh. Probably not. Probably not. Maybe.

36:19Sean Fennessey:I do have a Taylor Hackford stack at home. You know, Dolores Claiborne. Oh, wow. Officer and a Gentleman. So why are you looking down your nose at Proof of Life then? I feel like I started watching it on HBO once and I was just like, this sucks and turned it off some 25 years ago. It's really great.

36:33Bill Simmons:It moves a bunch of good times. There's watching it knowing that they cut the Crow-Meg Ryan love scene makes the movie make so much more sense than it probably did in the theater where it's like, what happened? Did I miss the scene? Was I in the bathroom?

36:46Sean Fennessey:On a scale of 0 % to 100%, what percentage is this movie on the list? just because you love doing the Caruso lines. Oh, no.

36:56Bill Simmons:I think Russell Crowe's like, I think he's genuinely great in this movie. It's also just like an awesome hypothetical. If you were kidnapped, would your wife fall in love with your hostage negotiator? And also... Is that what it's about? Well, also Phoebe negotiating for CR and they're like, they want 700 and Meg Ryan's like, I don't know, I can get to six. like you just start putting your life in context I'm out in the jungle looking insane and like Chris Briney from The Summer I Turned Pretty is trying to negotiate for my release this movie's awesome and it's got a great ending it ends with an awesome band Morrison song everything about it I'm gonna watch it

37:38Sean Fennessey:on Christmas morning with my daughter

37:41Bill Simmons:this movie's a tour de force kidnapping number 32 A Star is Born yeah the Bradley Cooper edition wow yeah a little louder Big fan all the way through the Simmons house, except for my son.

37:56Sean Fennessey:Quality flick. Big fan of this movie.

37:57Bill Simmons:First hour is just great. Yeah. Second hour, you know, it gets a little sad. But I also think him pissing on himself at the Oscars or Grammys is now hilarious. Not hilarious in the theater, but now like really funny. Isn't it the VMAs? No, it's like the American Music Awards or something. Just some elite Sam Elliott. Yeah, he's bringing a similar vibe to Landman this season. really good couple like five really good songs and then the ending song Lady Gaga probably the best best work of anything she's ever done

38:29Sean Fennessey:she's incredible in the movie

38:30Bill Simmons:really well done he's a good director

38:32Sean Fennessey:the scene when they're talking in the bar in the first 30 minutes I was just chills you know when the Allman Brothers song comes out I love that shit that's great Cooper I don't know what the hell is going on man did you think that the scene in The Last Landman where Sam Elliott eats a corn dog for like two minutes was a little bit strange

38:50Bill Simmons:I did

38:53Sean Fennessey:how's it going how's Landman going there's nothing like it there's just nothing like it

38:56Bill Simmons:I didn't love episode 4 okay it was a transition episode because it was too dark too sad just give me every 30 minutes there needs to be some sort of oil well blows up or something happens somebody's in danger this is more about loss generational trauma I see yeah that's too bad number 31 I think it's gonna surprise both of you I've not done it on the rewatchables can I get This is having a great time. I can tell from his body. I feel like I'm learning a lot about him. Yeah. Can I guess? No, you won't guess it. Okay. Funny People.

39:27Sean Fennessey:Oh, yeah. We just talked about this because it's Jay Kelly and how it's underrated.

39:32Bill Simmons:It's really underrated. I think the first 70 minutes of this movie is probably my favorite Apatow movie. It falls apart in the second half. But it's kind of entertaining. But now, after re-watching a bunch of times, I'm okay with the second half. I've gotten to the right place.

39:50Sean Fennessey:It's the Eric Bana, Leslie Mann stuff. But isn't there also like a version of this movie that was like four hours long or something? Wasn't this… That sounds right. I don't know. I mean, there's always a longer cut with an Apatow movie, right?

39:59Bill Simmons:His kids are in it. And now Maude's famous. Like that part's kind of fun from a rewatchable standpoint. She directed her first movie. The first hour of this movie is lights out. And when he finds out that he doesn't have cancer and they have the party for him, that is one of like the funniest six-minute scenes ever. and it ends with Eminem gets mad at Ray Romano and then somebody says to him I thought everybody loved Raymond and it's just like scene it's just like perfect I love this movie you were not a J. Kelly guy didn't like it did you see it? I did and I was like I have too vanilla of an opinion about this which was like it didn't upset me but I didn't love it you liked it more than both of us yeah but didn't love it I liked it I think I actually weirdly liked it way more the opening like 40 minutes before he goes to Europe I thought you'd be more surprised by funny people I really thought that was gonna get a huge reaction I had

40:58Sean Fennessey:well for one you know Sandman I'm just that's that's the biggest thing I think this is the best acting he's done in a movie is in this him and Rogan are so good together I'm gonna make a prediction more Sandman than Denzel on this list so we got two Sandmans and three Denzels I love when they go

41:18Bill Simmons:to the brain doctor guy and he talks like the diehard villain and they're just like busting his balls this movie is so good I still don't know why they decided to do the last 35 minutes the way they did it it's very strange but I think the more I've watched it I think the Leslie Mann character is a parody of just like a vacant actress where she's like I love this guy and then she just changes her mind and wants to get back with her husband I think he's apt as trying to say something about actresses. Like maybe don't stay away from them. Even though he's married to one. He's married to one, yeah.

41:52Bill Simmons:Which heads into a whole other interesting.

41:54Sean Fennessey:It does feel like a kind of an honest portrayal of a Los Angeles lifestyle person. That like we all know being out here. But I don't know if it's the most relatable aspect of a movie. That is also otherwise about a very kind of like elevated class of people. They're like super successful stand-up comic. there's also

42:11Bill Simmons:some really funny stuff about his career like the baby the movies that he made like his hit movies where he's like it's just his head on a baby and he's like yelling at somebody baby boss or whatever they call that I haven't seen this movie in a while I do remember the movie's really good number 30 Get Out uh huh it's interesting I did not have a lot of horror slash whatever and I realized that I don't really re-watch horror movies in the same way even though like I love The Conjuring Conjuring 2 like it follows but it's something about horror movies where you're not it's more of like a first time through thing I mean yeah or like maybe like three times

42:50Sean Fennessey:how much of that is because the fam doesn't want to rewatch a horror movie they've seen before it's a thing

42:55Bill Simmons:it's like a mood whereas like the 70s 80 ones are a little safer like Amityville or Halloween obviously but the Omen like those are ones I feel like I watch way more than the newer ones the newer ones are almost like the pot in California where it's like too strong like yeah they're not like the same kind of fun right Hereditary is not like let's hang out and watch Hereditary

43:16Sean Fennessey:and eat some candy although we did a good job

43:17Bill Simmons:making Hereditary pretty funny on the rewatch I mean that's my whole take

43:21Sean Fennessey:is that it is hilarious but you know the vibe is not hilarious that would have been

43:24Bill Simmons:for my wife and son together Hereditary would have been top 10 I don't necessarily think either of these movies are better than Get Out in fact I don't think I do but I find Nope and Us more rewarding to rewatch just because I noticed other shit yeah

43:38Sean Fennessey:I think they're bigger and deeper. They're not as thrilling as the first time watching Get Out where you were like, whoa, I'm at the best concert of all time.

43:45Bill Simmons:Get Out. Really solid, fun hang. Great movie. Just great. Really saying some stuff. Incredibly well done. Alison Williams. Thoroughly enjoyable. Two Alison Williams movies. The fucking Catherine Keenan with her T. Yeah. Number 29, Hardball. Keanu.

44:05Bill Simmons:I can't explain it. I don't know what to tell you. Sprinkle some sports movies. Was it Shea? You and Shea who did it? I did it with Van.

44:13Sean Fennessey:Oh, with Van. Okay.

44:14Bill Simmons:G-Baby dying is one of the seminal events of the 21st century. I love Keanu, like gambling and drinking and kind of Diane Lane falls for him anyway. There's some funny unintentional comedy stuff. The baseball stuff works. The sports stuff works. And it's aged really well. This replacement's in Point Break. he has like a secret candidacy for one of the great sports movie actors. No question. Yeah. I was watching Any Given Sunday the other day, which is on Pluto right now. I think that movie's, this doesn't count for 21st century. I was thinking that for next year. I love it when he's just like, it was on.

44:55Bill Simmons:Are you in on Any Given Sunday? One of my faves, yeah.

44:57Sean Fennessey:I love it.

44:58Bill Simmons:Well, I think we need to redo it because we did it like first 10 movies, no video.

45:03Sean Fennessey:It's one of, it's the Babylon of sports movies. where he's just like, I'm just putting it all in the movie. I'm just doing everything I can.

45:08Bill Simmons:You know what I noticed? Like, as the years pass with quick cuts and low, it actually works better for attention spans now. Oh, sure. All of a sudden, we're back in the 50s and there's Gladiators and then Jamie Foxx is back again.

45:20Sean Fennessey:But so much of the stuff that seemed irresponsible at the time just basically came true. Oh, like the James Wood stuff?

45:25Bill Simmons:Yeah. We're doing that one again. But anyway, yeah, I was thinking like the rewatchable sports movies, the 90s ones are better than the 2000s. 2000s, we kind of moved into a different era. There's a bunch of ones I like. There's a couple more on the list. But I almost put the way back on this list. But I haven't been with it enough yet. We never wind up doing that though. We're going to. Okay.

45:48Sean Fennessey:That was 2020. Speaking of sports,

45:50Bill Simmons:number 28, Moneyball. Yeah. No brainer. I mean…

45:54Sean Fennessey:We did a live screening of this as part of the thing that we did in Chicago. And we didn't tell people beforehand what the movie was going to be. and when the music comes up and the sequence where they show the A's playing at the beginning against the Yankees in the first scene of the movie, it was like 750 people basically burst out screaming. They were so excited that it was Moneyball. I feel like this movie has a really much bigger cultural footprint now than it did. It's also like, I feel like it's like the Ferris Bueller of movies where it's like everybody, like the hardest hardcore art house guy to like the most, like I just watch whatever is like on Netflix is everybody likes Moneyball.

46:36Yeah, totally.

46:36Bill Simmons:We did it. I think it was like one of the first ones we did. Yep. Right? And then did we redo it? I don't know if we've ever redone it. Some great pit. Probably the best pit ever. Yes. Yeah.

46:48Sean Fennessey:It's definitely up there. He's phenomenal.

46:51Bill Simmons:And fun from a standpoint of I can't believe it worked. Yeah, especially when you knew about the script forever.

46:57Sean Fennessey:It's a crazy accomplishment. Really good rewatch.

47:00Bill Simmons:I think pit's the… Pitt's the number one reason it's such a good rewatch. He's just so good in that movie. 27, Dark Knight.

47:09Sean Fennessey:Hmm. Throwing a bone to the nerds. We did Dark Knight. I wasn't on it. I would be... Honestly, it would be almost as important to me as Sicario is to do Dark Knight with you. One-on-one. No, I just want to see him... Like, same with Star Wars. I would love to hear Bill talk about Gotham. it's a it's a it's a great great movie you know what else is great about it the uh 4k blu-ray

47:36Bill Simmons:era yeah yeah i would say it's in the top 10 all the nolan movies look really great at home that movie is awesome with like a nice tv and and a nice little what do they call them what do they what do the kids call it sean though when you transition it the video feed what it's called no idea what you're saying i don't know what you're talking about when they talk about like Oh, transfer. Oh, the transfer. The four-gay transfer. It's blanking.

48:03Sean Fennessey:I've said it many times, but when the truck flips near the end of the movie, just right over itself, I started crying. I was like, this is exactly how I want to feel while I'm watching a movie. This is the most excited and electrified I've been by a movie. Have you seen Dark Knight Rises? Yeah, I like it. Are you more into Bane or Joker? Bane. Yeah, me too. Yeah, that checks out. Joker? Joker, obviously. This is what the spice of this pot is. Two Bane guys and a Joker. You're more of a Ra's al Ghul guy to me. No, Bane is really important to me. He is. Yeah. I think Bane actually also secretly would win an election against Joker.

48:44Like, I think Bane has a bigger mind share than Joker now.

48:47Sean Fennessey:Where are they? On what platform are they running? It might be the 28 ballots. This is like a Green Party situation? Where are they running? Would you prefer voting in an election between Bane and Joker or Trump and AOC? What would you prefer?

49:05Bill Simmons:Al Compton. I need more time to think about it. Trump 3 versus AOC. This one has a good rewatchables piece of nobody's home. I'm just going to crank this. There's a couple scenes in it where it's like, yeah, fuck it.

49:17Sean Fennessey:That's what CR thinks when nobody's home too. I'm just going to crank it.

49:20Bill Simmons:He's cranking the crank daddy. Number 26, Ocean's 11. Yeah. Just a wonderful hang.

49:28Sean Fennessey:It is. It is. It's a great time. It's a great movie. We didn't put it on our list. And I, you know, I'm re-evaluating that. But there was speculation that this was going to be like a top three for you guys. I know. Because Amanda and I both love it. And I don't know. We overlooked it. Really? Yeah. It's great. If it was a 50 movie listed, for sure, it wouldn't have been on it.

49:47Bill Simmons:Sometimes it's just good to put a bunch of movie stars in a movie. Let them all hang out. Do movie star things together. This is also like right when like all of these guys are still in some sort of peak at the same time. And, you know. All right. One more break and then we'll do the top 25.

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50:43Sean Fennessey:Try it today at Starbucks.

50:48Bill Simmons:All right, we're back with top 25. Number 25, Creed. Nice. We did this twice, including in front of a live audience.

50:56Sean Fennessey:In Philly. So the list is like halfway through, and you've got 12 classics, right? You've got your Knocked Up, Dark Knight, Get Out, Ocean's Eleven, and then you've got A Lot Like Love. And Proof of Life and Weird Ones. Creed, obviously a classic, right? Total modern classic.

51:19Bill Simmons:Perfect sports movie where you can… Oh, this is on? Oh, yeah. Oh, he's… Is he running with the ATVs yet?

51:25Sean Fennessey:We're almost near the ATVs? Great. Yes. We just published a big oral history of the movie on The Ringer that Alan Siegel did, which was cool. Like, are the next 24… Is it, like, still 50-50? Or do you feel like when you were doing the list, are you like, I don't want to have too many obvious, like, these are the classics?

51:43Bill Simmons:It was funny. right as we head to this number 24 spot the list became way easier really? yeah because that's why I was asking about metrics there was like the there's like the this is like my favorite movie from this period these are favorites combined with how many times easy to rewatch okay Creed which brings us to number 24 Fast and Furious 7 which one is this? this is the one where Paul Walker dies in real life oh and they have to CGI some of his scenes but it ends with the It's been a long day Long day I forget the what are the lyrics to that song? No you got it that's perfect keep going I'll see you again Without you my friend Yeah The greatest ending of any movie in the 21st century Yeah definitely What actually happens in this movie is this this isn't like Oh Fast 7's amazing Is this the one where they No, it ends up in LA.

52:44Skyscraper? Oh, okay. Yeah. It's in LA. I haven't seen a lot of these movies. You're thinking of Fast Five, which is in Rio.

52:50Bill Simmons:Okay. Is there one in... This is really the concept of Familia. Yeah. Really kind of came together in the right ways. Yeah, it's your management style. I still think the last 10 minutes of this with Paul Walker and they drive in the separate... It's just like, they couldn't have executed it better. The fucking... One of the two stars of the movie died. Mm-hmm. And they still figured out how to make an awesome movie and it's really good and it's, I think my second favorite Fast and Furious movie. Did you do this on the show?

53:17Sean Fennessey:Yeah. Oh yeah. How many Fast movies have you done? Three or four. Really? Is it kind of like all over the place? You're not going, you have, did you do the first Fast? Yes. Did you do Tokyo Drift? Did not. You did five, seven. One. We might have also done four.

53:37Bill Simmons:I think we might have done four. What's four called? You know what? The other day I, Woke up in the middle of the night because I had a cough. Fast 4 was on. It's called Fast and Furious. First one's called The Fast and the Furious. The 4 is Fast and Furious. Got it. Ingenious. Watched the second half of 4. Incredible. Our guy John Ortiz is in it. Yeah?

53:57Sean Fennessey:Yeah. Sat next to John Ortiz at the Weapons premiere earlier this year. Fistboat? He didn't know who I was. We didn't speak.

54:05Bill Simmons:You guys don't like Fast 7 as much because you don't have as big of a heart as I do.

54:10Sean Fennessey:Chris and I… don't get these movies.

54:14Bill Simmons:That's fine. Yeah. I find it very hard to watch Vin Diesel on screen. What about in Saving Private Ryan? He's fine in that, but that was like pre his self-awareness of like what he was doing. Boiler Room. Boiler Room is great. Yeah. But once he hits these movies, I just feel like his comments are hurtful and I'm going to move on.

54:32Sean Fennessey:The closest I've ever come to drinking bleach live on a pod is during the Fast X episode that we did about five years ago. That was the, that was, that's the lowest of the low. What was the, what was your, remember we went, Fast 10? Yes. Dinner for your birthday? I can't defend the last two. And then you had to leave playing golf because you had to go see, like was it Hobbs and Shaw?

54:50Bill Simmons:Hobbs and Shaw, yeah. Okay. Can't defend that one either. Yeah, it was tough. Number 23, John Wick 2. Fuck yeah.

54:57Sean Fennessey:Hell yeah.

54:58Bill Simmons:Yeah, great movie. Yeah. I gotta be honest, I was stunned it couldn't crack the top 20. I kept looking at the list trying to figure out how to move it up and I didn't have a spot. Is this the last John Wick movie? That's the thing. Which one?

55:09Sean Fennessey:Is this the last John Wick movie? It is. Oh, so it's a two-hour one. One is not in this list. Didn't make it. Interesting. Didn't make it. Gone with Two is common in the subway? Yeah. Oh, yeah. That's the best. Wick Two is kind of like… Wick Two is incredible. And it's also great because it just starts and it's like going. You did not like the last one, right, as much? Last one's too long. As you know, like, come on. It has some of the greatest set pieces I've ever seen. Yeah. I'm sure it did. I thought Three was too long and Four is a borderline masterpiece. I loved Four. Yeah. I didn't like three as much as four.

55:42Sean Fennessey:I thought it was incredible.

55:45Bill Simmons:Two is great. Two is great. Two is just a home run. It's everything I want from a rewatchable movie.

55:50Sean Fennessey:Wow. Keanu doing pretty well on this list so far.

55:53Bill Simmons:Number 22, Gone Girl.

55:55Sean Fennessey:Yeah. Also now a little underrated. A little lost in time.

55:59Bill Simmons:Yeah.

55:59Sean Fennessey:Huge hit.

56:00Bill Simmons:I keep getting sucked in. I mean, most people under 25 probably don't even have cable anymore. We still have cable. I still go through the guide. and Gone Girl. It's like any point in this movie, it's a home run. And the movie shifts where all of a sudden you find out it's her and then we have that second and then I think the last 20 minutes is really good when she comes back. Our girl Carrie Coon. Awesome in this. Her first movie role. And Lola Kirk. I'll say another thing. I think Affleck's incredible in this movie. It's one of his best performances. Arguably his best performance. The perfect, perfect, perfect person and he's just enough of a scumbag that...

56:42Bill Simmons:Such a self-aware thing. We did this on rewatching this.

56:44Sean Fennessey:You know, riffing on his own persona and everything. It's a genius movie. Making him wear a Yankees hat. Yeah, Fincher making him wear the Yankees hat. It's very funny. He didn't like that part. Number 21, forgetting Sarah Marshall. Okay.

56:57Bill Simmons:Craig Horbeck's favorite movie. I think this has aged wonderfully. Mila Kunis is 15 out of 10 on the cute scale. The Russell Brand being next door, just banging away at Kristen Bell as he has to listen. It's hilarious. Another going on a trip movie for you? You get to go away. This was big during COVID. Watch this movie a few times. Two Hawaii movies for you. Yeah. Really, I like where they stay. I like the whole everything about it. And then the Dracula thing is fucking funny. It's still really good.

57:26Sean Fennessey:It's ingenious. It's the perfect why Judd Apatow is a genius thing where for years, Segal's trying to get the Dracula musical off the ground for real with puppets. Yeah. And he's like, dude, we're not doing this, but you should make this a part of this other movie that we're doing.

57:40Bill Simmons:And it's one of those where you… It's kind of like I'm not sure why Siegel, more good stuff didn't happen for him. Maybe this sitcom, he just made a lot of money.

57:49Sean Fennessey:I think How I Met Your Mother and Shrinking are both big. Shrinking is huge for him.

57:54Bill Simmons:I'm just thinking, I don't know why this was the only big movie he made.

57:57Sean Fennessey:He could have been… At the time, I was like, oh, he's like Albert Brooks. This is going to be like… He's going to make all these movies that are on his point of view and about modern relationships and life in America. And he didn't really pursue that as much.

58:10Bill Simmons:He was in Five Year Engagement. Yes. Which I think is now the most underrated rom-com of the last 15 years. It's really, really good.

58:17Sean Fennessey:The first screening of that movie just ended because it's the longest movie ever made. It's like five hours long. It is two and a half hours, right?

58:27Bill Simmons:It's on the rewatchables list. I think it's good. I also like I Love You, Man. He was good in that. Was he in that one? He's an I Love You Man. He's Rudd's… The guy Rudd. But this… For some reason, this became the movie that became his movie legacy. And I think he had a really nice run there. But it's like he's like one movie short. Oh, yeah. I Love You Man is slapping the bass, right? Incredible stuff. I Love You Man's great.

58:49Sean Fennessey:I Love You Man hasn't been on the show, right?

58:51Bill Simmons:No. Has Role Models been on the show? Yeah, there's some good comedies that we still have. And comedies that I've been sitting with… Like, I didn't even really like Five Year Engagement until a couple years ago. And I was like, oh this is a good movie and it's like oh I like this movie

59:05Sean Fennessey:is it Pratt and is it Isla Fisher who's the other the love interest the sister they're both really funny in it yeah

59:12Bill Simmons:we're now in the top 20 it's hard to believe John Wick 2 didn't crack the top 20 but then you look at the top 20 and you get number 20 Den of Thieves wow

59:27Bill Simmons:Um, we've done it twice. Did Pantera, did Pantera like reduce Den of Thieves for you at all? Did it, did it take it down a notch? It's fine. I don't, I've learned not to get a banana shape with sequels. It was just Pablo Schreiber and 50 Cent have an enormous amount to do with why Den of Thieves. That's the thing. I think it's basically the, in the Tokyo drift area of, we got away from what made the franchise work. but Pablo Schreiber can't come back unless he has an evil brother.

59:58Sean Fennessey:If Big Nick was added to the Eagles coaching staff this weekend would you feel better? Big Nick and Big Dom overseeing vibes? Yeah.

1:00:06Bill Simmons:Might help. See this? This is a bad. I think this is the best pure action movie rewatchables that anybody has made in the last 10 years. Just from a jump into it. It's narrowly edging John Wick 2. There's another movie that I don't feel like is in the same thing where I'm just talking like lots of characters. I'm in a world. They're trying to take something. Yeah. I would take the Mission Impossible movies probably over this,

1:00:32Sean Fennessey:but I hear what you're saying.

1:00:33Bill Simmons:You know, we'll talk about that when we're done. Number 19. No Country for Old Men. Yeah. I feel like you've really come around to this one. I really did over the last 10 years. Maybe as I got older and I started to see it from the Tommy Lee Jones side. when you first saw it? I did. I didn't like the ending. And now I really like the ending. The ending's Yeah. Profound. Yeah. Yeah. It's just an... I mean, we've already done it, but it's almost 20 years old at this point. Did it make your list?

1:01:06Sean Fennessey:We did Inside Llewyn Davis, which was like a negotiation between Amanda and I. That was the whole thing with our list, is every movie is a negotiation between Amanda and I. And it's only one director. We did only one movie per director. Is this your favorite Coen Brothers movie? Yes. Yes. This movie, if you put it on right now, it looks like it does not feel it's like it's aged a second. It's like a beautiful timeless.

1:01:29Bill Simmons:We always say this but it's another movie that's aged really well with the TVs. Yeah. Going the widescreen with the HD. Like even that beginning when he's you know he's out basically in the desert or whatever the fuck he is that wide shot of you know it's just everything about it. Yeah. He's like what's that?

1:01:46Sean Fennessey:It's in that like class of like Casablanca and singing in the rain where it's just like it's just an American classic you know and it's always going to be an American classic.

1:01:54Bill Simmons:It also has a couple great rewatchable stretches, but like, when you know, what's his face? Chagru. Anton Chagru. When you know he's coming to the hotel and he's in there and he realizes the tracker's in his suitcase, like that 10 minutes, it just lights out. It's so good. The Bardem, Kelly and McDonald scene at the end. Yeah, there's so many.

1:02:16Sean Fennessey:I always think of Call It, you know, when he's talking to the guy in the store. Yeah. And he's doing the coin flip. And Woody talking to him.

1:02:27Bill Simmons:Anyway, that's number 19 somehow. Is there another Cormac McCarthy adaptation on this list? There's not.

1:02:32Sean Fennessey:That was repeated. Counselor would be on my list. I lobbied for the counselor on our list.

1:02:37Bill Simmons:Number 18, Bridesmaids. Yeah. Found that we started to move a lot more toward the comedies as we hit the top 25. Sure. But Bridesmaids, just a huge win in my family. Maybe my wife's favorite movie of the century.

1:02:51Sean Fennessey:Really?

1:02:51Bill Simmons:yeah absolutely loves it we'll just put it on just this is one of the big tragedies of current movie making is that we don't just get like a movie like this once a year the hard R comedy kind of all the side characters are great the one the one friend who's like oh my god it's a jerk off fest in there it's just covered in cum everything talking about her kids and it's got a couple like lights out scenes and then like Maya Rudolph basically in this supporting role it's like she easily could have been the lead but everything about this movie is on the run

1:03:28Sean Fennessey:Rose Byrne too I feel like Rose Byrne's amazing in it

1:03:30Bill Simmons:this is one of the most loaded casts I think of any movie in the last 15 years looking back and be like oh they're in it they're in it they're in it

1:03:36Sean Fennessey:yeah I also I didn't watch Gilmore Girls so I didn't really know anything about Melissa McCarthy before this movie came out I was like who the fuck is that yeah

1:03:44Bill Simmons:number 17 this is the end yeah yep so it's so funny though this is the movie Ben and I have watched the most together.

1:03:52Sean Fennessey:You know, you guys know this having done hundreds of these, but like comedy rewatchables episodes are harder to do.

1:03:58Bill Simmons:Yeah. Because you're just like, this is really funny. Yeah.

1:04:01Sean Fennessey:Because it's hard to not just repeat the jokes and laugh a lot. Which is, I think it's fun for us, but like, it's not as chewy to get into them as some of the dramas, but you have a lot of comedies. It was interesting also just generationally that this was like a huge Craig Danny Heifetz movie, that this was the one that they're like, this is the classic. Which I do agree with, and it is such an amazing little like time capsule of all these people as they're getting really, really, really famous.

1:04:25Bill Simmons:One of the best things about it is it's really the end of this specific era. Like for some people, this was about the peak or it was right before it was about to slide the other direction. But it's just that all the inside Hollywood stuff is really funny too. Everything about it. Danny McBride. Number 16, Limitless.

1:04:51Really?

1:04:56That's a great pick. This is a good list making.

1:04:58Sean Fennessey:This is a great pick.

1:04:58Bill Simmons:Yeah. Do you… I can't tell you how many times I've watched this movie over the last 10 years. We were talking about this this week.

1:05:06Sean Fennessey:We did this on Rewatchables like five years ago. But I was saying how, you know, like I'm on the brink of 44. I'm about to fall off the cliff. Like it's really hard. We have one of those like three pod days where just like my brain is leaking out of my ears. And there are times where I'm like, I wish I had the Limitless drug. You guys were texting me about this yesterday, and I was like, I don't really feel that much different at 48 than I did at 44, but then I had to do an ad read for Wayfair and wondered whether I could read. So I couldn't spell Wayfair for the URL. I was like, what's happening?

1:05:38What is happening to me?

1:05:39Bill Simmons:Your brain gets scrambled. Yeah. This movie is kind of perfect with the pace. Every moment of the movie you can jump into, and it's good. and it's really well done. It's hilarious that De Niro's in this, taking it seriously. Super serious. Yeah. It's the movie that made Cooper a star, I think. It wasn't Hangover. It really, like he needed one of these where it's like, oh, wow, this is going to be good too and then he was off. What political office does he win or run for at the end of this movie? Yeah. I think he's running for like mayor of New York or governor of New York or something. Zoran. Yeah.

1:06:13Bill Simmons:He's like, you know, he figures out how to microdose at the end. He's like, you don't understand. and that car there is going to crash into that car in two seconds. And De Niro turns around and there's a car crash. Oh, and it didn't like, because De Niro's like, I'm going to take away your supply. And he's like, no, I've been building my own lab. We're making it.

1:06:28Sean Fennessey:How is there not a sequel to this movie? Well, they made the TV show. Yeah, but there should be a two, right? He lives at the end, right?

1:06:34Bill Simmons:Yeah. You know how I know that other people feel this way about Limitless? Because it's on all the time on every channel. It's always on. It's all over the place. I'm upset that you're not more into it. What are you talking about? I did the rewatchables with you. I know, but I feel like you're falling off a little bit. No, I just couldn't remember what political office you... And I'm surprised it went above, like... I'm surprised it's above some of these movies. I'm surprised it's above John Wick 2. I'm surprised it's above...

1:06:59Sean Fennessey:It's sick to put it over Dark Knight in No Country.

1:07:02Bill Simmons:Listen, CR, I didn't say the list made sense. I'm just talking about what I've watched the most times. It's awesome. You just want us to sit here and be like, great job, Bill. This is awesome.

1:07:11Sean Fennessey:I wanted you to push back. I saw it one time and I definitely enjoyed it. I definitely enjoyed it. I really like Womenless. I've seen it a lot of times.

1:07:18Bill Simmons:I like when he drinks the blip. Yeah. I told you, we're going to get weird. Number 15, not that weird. Sideways. Okay. Watched it a lot. You get to go somewhere. I get to go into San Inez and do some wine tasting. That was a fun episode. Gimani Tour de Force.

1:07:32Sean Fennessey:Yeah. We got to learn all about all your wine history. Oh, yeah.

1:07:36Bill Simmons:I like all the wine stuff. It's got a couple great rewatchable moments, like the big scene with What's-Her-Face? Virginia Madsen Virginia Madsen yeah explaining the Pinot Noir she's got her big like Oscar monologue and the ending's good I like I like Thomas Hayden Church is really good in this I like beat down characters who it's like maybe they aren't gonna be that successful at the end

1:07:58Sean Fennessey:yeah

1:07:59Bill Simmons:the highlight of this guy's life might be just going back and teaching

1:08:02Sean Fennessey:well the revelation that his novel sucks is really funny yeah

1:08:09Bill Simmons:number 14 probably the most controversial one on the list Spotlight I mean it's a tough rewatch but it's got everything we look for that's the thing it should be a tough rewatch and yet I always rewatch it and for the same reasons I always watch all the president's men just the media putting together this puzzle of something and people trying to investigate and all the acting's really good obviously we did this pretty early we had the Ruffalo Award and I don't really understand why I always get sucked into it because it's not a feel good movie it ends with I'm sure some of it is like the Boston and also Boston media stuff yeah I was there when this happened but it's just a process movie it's just them going through phone books going through records and stuff and we just just showed it

1:08:54Sean Fennessey:at Coolidge Corner right and people dug it you know like it's and it's 10 years now this year yeah and there's like also like you get to like the 7th spot in the lineup and Crudup and Jamie Sheridan are absolutely like dealing

1:09:04Bill Simmons:every scene is just a home run in this movie and I think one of the reasons I appreciate it so much when I watch it is how hard it is to make a movie like this successful? Because we've seen the bad versions of this, right? Like what was the one, the Me Too movie? She said. She said. Like they'll do versions of this where it's like, oh, this is actually really hard to do this. Or even like what Goldman wrote about all the president's men of just how do you do this? How do you get all this information? How do you bring all these characters in? It's really good. Number 13, Before Sunset. Gotta be.

1:09:38Bill Simmons:No notes. The second one, not the first one. for people. We did that on the show this year. Yeah, we've done multiple Before Sunset content, so don't need to go to that. Have you thought about Midnight more? I have. Okay.

1:09:54Sean Fennessey:What's funny is I've only seen it once. I had a really funny conversation with a close colleague of ours about not getting divorced the other day and how it's very important to not get divorced. And that movie is a really interesting exploration of not getting divorced. Is this person on the fence? No, no. neither of us were on the fence you guys were both being like we're married yeah no we were just like I've met people who've gotten divorced and it has like scooped out their soul you know like it's you know even more so if you have kids and just like how messy it is and that that whole that whole movie is like how far can we take being honest with each other without it ending yeah the midnight is

1:10:32Bill Simmons:that's probably why I've only watched it once it's too raw it's rough it's a hard movie yeah Ethan Hawke was like I love it man let's go

1:10:41Sean Fennessey:number 12 old school yeah also now a little underrated yes so part of this this was a very fun rewatchables this was early

1:10:50Bill Simmons:this list favors a little bit the movies from the 2000s just from totality this movie's been in our lives more often this movie came out in 03 but the you know it's just influential still funny pop it on anytime pop into any part of the movie basically Crucial Luke Wilson performance.

1:11:10Sean Fennessey:This is the origin of the Luke Wilson could have been Harrison Ford take. Which lives in infamy. You know who loved that take? Cameron Crowe. Did he? He was all in. Really? He really did.

1:11:22Bill Simmons:Forgot to tell you that.

1:11:24Sean Fennessey:He was like, I agree.

1:11:26Bill Simmons:Yeah, he just was like, 100%. It wasn't like,

1:11:31Sean Fennessey:I got Chris's back. It was like, we all know this.

1:11:34Bill Simmons:Yeah. It was a we all know this. Which of course, Did Cameron Crowe watch We Own This City?

1:11:43Bill Simmons:No, I don't think so. Number 11, Fast Five. Two Fast and Furious movies. Fast Five's just an unbelievable achievement. Okay. It's set in Brazil. Okay. It moves 17 times. There's like probably five great set pieces and then one of the best endings of any action movie of this century. and it's like when they really figured out the formula. They peak. It's the peak of... This is the 96 Bulls. Who's the villain in this? It's a guy that they steal money from who then tries to kill all of them. Okay. It's the peak of the franchise. It's not Charlize yet, right? No. No, no, no. This is before they started to kind of get too ambitious and it's unrealistic but still realistic.

1:12:31Bill Simmons:It's before the wheels started to come off. Okay. Fast 6, they're dropping cars from helicopters and they're just landing and driving. That's when... But five is realistic. But we're in Brazil. The Rock comes in. The Rock's in this one. Yeah, The Rock shows up. Is this the last time The Rock shows up on your list? Yes. You thought Smashing Machine number one? Jungle Cruise? Yeah. Number 10, Step Brothers. A lot of comedies. Yeah, a lot of comedies.

1:13:02Sean Fennessey:It's a guy who loves to laugh. Well, it's like a funeral, though, for this era of comedies. It is kind of a eulogy.

1:13:09Bill Simmons:Comedy's a rewatchable, it turns out.

1:13:11Sean Fennessey:Yeah. I mean, they really are. We grew up watching the same 25 comedies over and over again. But I don't know. I don't feel like that's how it works anymore.

1:13:19Bill Simmons:This is for the Simmons fam, a staple. Yes. Tour de Force. Still really funny. Everybody's good in it. Can't believe how many good actors and random people are in it. The Catalina thing is just all-time funny. The deleted scenes. I mean, honestly, Stepbrothers, I would probably be able to do Stepbrothers as many times as he.

1:13:42Sean Fennessey:Richard Jenkins explaining that when he grew up, he wanted to be a dinosaur, and his dad took that away from him, and he told him he couldn't be a dinosaur. He tells his kids, don't let them take that away from you. It's just incredible. It's great. It's great.

1:13:56Bill Simmons:Number nine, Taken. 90 minutes. perfect okay just a perfect movie great father-daughter movie watch it again now that you have exactly what I want

1:14:08Sean Fennessey:to be thinking about definitely

1:14:09Bill Simmons:I watched it with my daughter when she was like 10 this is Albanians this is Albanians yeah this is Elisha Cuthbert going to a U2 concert is the premise it's a no it's not Elisha Cuthbert it's not Elisha Cuthbert how dare you

1:14:21Sean Fennessey:no it's Maggie Grace Maggie Grace my dad yeah

1:14:24Bill Simmons:playing young she's probably in her mid-20s playing like a 16 year old yeah sorry to both of them. Great lessons from this movie, including don't lie to your father. You might get kidnapped by a very important lesson. I feel like this is both personal for you, but also you love Liam Neeson executing guys. When was the last time you saw it, Sierra? It's been a while. Sierra, this movie's impeccable. It's just an absolute achievement.

1:14:49Sean Fennessey:A whole wave of action movies just like it.

1:14:51Bill Simmons:Liam Neeson has made like 20 movies like this. You know what I really appreciate about this movie is it's just It's tight. It's like an 8-ounce filet mignon. It's like, do you want the 12-ounce? I just want the 8-ounce. I'm going to take 20 bites of this and dip it in some steak sauce. I watched it on an airplane recently because it was on JetBlue. And there were no games on. And I was just around. It was on like AMC or one of those things. I was like, great. Lock it down. I'll do some emails. Just have taken on.

1:15:22Sean Fennessey:What's your steak sauce of choice? Like a Bernabe? Whatever is there. Chimichurri? Whatever the chef recommends. Okay. What about you?

1:15:32Bill Simmons:Mail. My favorite scene in Taken is when he shoots Jean-Claude's wife in the arm when he's trying to get information. She thinks he's there for dinner. Liam Neeson. But he's there to get information from Jean-Claude, whatever his name is. And now they have guns. And Liam Neeson shoots his wife in the arm. And the guy does this. He's like, relax it's a flesh wound we haven't even seen what happened to the boat yet this movie is great you get to go to different parts of Europe we get to dive into the seedy world of kidnapping and auctioning yeah and then he kills everybody in the end and gets his daughter back I gotta tell you she's fine except for the two days of heroin is a flesh wound something that only happens in movies or can you really get a flesh wound in real life and be fine

1:16:21Sean Fennessey:this was just happened in another movie where someone got shot in the arm and it went right through and it's okay It feels like sometimes it would just hit your bone, right? But if it hits your bone,

1:16:29Bill Simmons:it shatters your bone. Yeah, it shatters your bone. That's not what you want. Number eight, Superbad. Yeah. Big, long, sprawling, funny movie. Has not aged badly in any way. No, it's the counterpoint to Mean Girls, right? Ben Simmons loves it. We've watched it many times. All the cameos are hilarious. Hater and Rogan. Yeah. Probably like some of the the funniest 10 minutes of screen time ever. I'm just done. Nudging right ahead of it in the seventh spot, The Hangover.

1:17:02Sean Fennessey:Wow.

1:17:03Bill Simmons:This is a laugh riot from you. I went, I really battled between seven and eight with those two, and I thought The Hangover... It's going to be amazing if six is like 12 years a slave.

1:17:16Bill Simmons:I think The Hangover, what nudged it for me, is Not at the Table Carlos, which I think is one of the funniest things ever said in a movie. when they're pretending to jerk off the baby and Zach Alvinakis goes, not at the Tampa Carlos. There's nothing funnier. It's just the peak. I love The Hangover. The ending's great. Closing credits. The Dan Band coming in and singing at the end. It's fucking incredible. Every time you think it's like losing steam, it gets really funny again. Cooper is really... This was my preferred Cooper. Yeah, it's great. Like absolute shit nag. This is your favorite Bartha too, right?

1:17:52Bill Simmons:Yeah, this is my favorite Bartha. It's a grand slam. Roller girl. She's killing it yet again. Heather, of course. All right, now we're down to the top six. Probably wouldn't have been easy or hard for you guys to figure out the top six. Number six, Miami Vice. Well done. I really respect this and love you for this. You know, when I told CR I'd need his time on Friday, he responded, time is luck.

1:18:26Bill Simmons:This movie is aged incredibly. It looks great. I love hanging out with it. I love that we did a podcast with Colin Farrell where he seemed surprised that we liked it so much. He didn't have any recollection of making it. Didn't really remember making it all. We were like, any stories? He was just like, no. I don't remember. Was I in that movie? The boat scene all the way to Cuba, all that part is one of the best 10 minutes from a rewatchable standpoint that we have. Dude, in life. It's just, I was just, somehow I was like watching the John Hawks highway scene the other day and I was like, this is what an amazing opening to a movie.

1:19:04It's just John Hawks.

1:19:06Bill Simmons:It just goes. It goes. The movie starts. We're already going. The movie ends. We're still going. It's like walking to the hospital. I'm not even sure like the bad guys at the end of the movie, are they the bad guys for the other two thirds of the movie? Like the white power. We don't want to say too much because this was Sean's number one.

1:19:22Sean Fennessey:25 to 25. The celebration and re-celebration of this movie is a mass delusion among middle-aged men. That's just one of my takes. This movie does not work. When have you last actually done the work?

1:19:34Bill Simmons:You haven't even watched it since I saw it in theaters and I was like, absolutely not. But you have like... It's a terrible take. Do you have a good copy of it?

1:19:41Sean Fennessey:But you guys just said you have to watch Black Hat ten times to get it. I'm not going to fucking do that. You saw one battle like five times. I loved one battle. but I loved one battle Black Hensley's defensible many people love Miami Vice and I know that you both do are you excited about Butler and Jordan? is that who we landed on? isn't that who they kind of like landed on? I don't know if they have officially announced it for the new Miami Vice movie I mean I don't Austin Butler I always get nervous

1:20:07Bill Simmons:anytime they remake IP that I really like but that's what this is this already is that I know but what I like about this that's true they completely reinvented it in a really cool mid-2000s way. And then there's also this like, oh, what would happen if they could have shot the original ending that Man wanted to do? Like fun little side piece of this. There's great information about it. And great movie screen movie. Great cable rewatchable. Great 4K. Great soundtrack. Great everything. As you know, I hate that. Mod Y. Plan over. And Man like tapping into this weird like advanced metal rock era.

1:20:48Bill Simmons:That I think was this era that wasn't even an era. The audio slave era. Yeah, it lasted like five minutes. I like that in collateral.

1:20:55Sean Fennessey:Yeah. Number five, The Departed. Yeah. Fucking rips. To me, the definition of a rewatchable. The definition.

1:21:06Bill Simmons:I think it's the first one we did twice. Departed and Reparted, right? Yeah. I mean, we could do the three-parted when we go to Netflix. Just so fun. So good.

1:21:14Sean Fennessey:Such a fun time.

1:21:15Bill Simmons:It's perfect. Leo and Damon at the perfect time of their career Nicholson just deranged Is this the last great Nicholson? Or is it about Schmitz after this or something right?

1:21:26Sean Fennessey:That's before it Um Worldly brilliant bartenders I think he probably is the last great Nicholson

1:21:34Bill Simmons:I think it is Yeah Because he's like early 70s at this point He's been retired for 15 years Number four The Town Over the Departed It's a strong take. But it's not a take. It's pure rewatches, right? It's what I've rewatched more in the 21st century. I think I've watched The Town more. I think I've been sucked in more. I just think I know the movie better. And I think it's four.

1:22:06Bill Simmons:What do you have, CR? I would have these flipped, personally. You've seen Departed slightly more. Oh, definitely seen more than The Town. Yeah. see I have the town goes to another level because of the Boston stuff and how they do the locations and I just like being in the North End and Great Affleck Blake Lively I just I think I've watched it slightly more yeah

1:22:29Sean Fennessey:does your appreciation for the Culling Hoover adaptation increase your affection for Lively's performance in this movie did you see it ends with us did you watch the movie oh yeah yeah what'd you think it's number two I didn't love it didn't love it yeah yeah me neither I don't know if I'm trying to think if there's a scene in The Departed that lives as large for us as whose car are we taking or just Renner

1:22:58Bill Simmons:in general and there goes college soccer or shine or shine

1:23:03Sean Fennessey:what's your can you do a little of your posture weight give her a little taste

1:23:13you gotta gild them chemically

1:23:19Bill Simmons:I live two blocks from the ice rink I have a lot of like geographical ties to this movie too I just love the time how many banks did you rob as a young man? never it never went over the hill number three Anchorman yeah still haven't done it still haven't done it what are you waiting for? it's a couple that we just haven't done yet. Saved them. It's immaculate. It was on our list too. It's it is a It's the highest comedy on this list. It's the comedy I've seen, rewatched, relived, cracked open the most times. I laugh to a point where I feel like I'm hallucinating when I watch this movie.

1:23:57Sean Fennessey:It's a movie to me that is like a song where I've just memorized all the not just the lyrics but the way that the lyrics are sung. When he's like ha ha ha ha Oh, you know, the intonations of everything that Farrell does is really special.

1:24:13Bill Simmons:I think if I did this movie, this list five years from now, Anchorman 2 would be on it, but I'm not quite there. That was like a recent last six years thing for me. There's some good stuff in that one. Do you know, is there like an Anchorman 2 version where you can get like the complete… There's an alternate movie, I think. There's an alternate movie, right?

1:24:30Sean Fennessey:With more sex scenes? What do you mean? No, but is there like when they did the physical release of Anchorman 2, is the other movie on there or like this sort of I think it's I think the alternate movie is Anchorman 1

1:24:40Bill Simmons:and then Anchorman 2

1:24:41Sean Fennessey:you mean Wake Up Ron Burgundy yeah the second movie that's on the first one that was like all shot concurrent with the first movie and then they stitched it together from the cut scenes basically which is also Wake Up Ron Burgundy is really funny too

1:24:52Bill Simmons:yeah number two social network yeah very special perfect for a rewatchable standpoint jump in at any time I was just re-watching this the other day it happened to be on cable really fun has gained like a different level of relevance the more and more we know about Zuckerberg which we talked about when we did the pod five years ago and even since then it's even more interesting so thoughts on the sequel? I'm okay with it

1:25:24Sean Fennessey:okay

1:25:24Bill Simmons:yeah I'm gonna give it a chance mentally I don't feel like it's a money grab

1:25:29Sean Fennessey:Sorkin writing and directing Jeremy Allen Jeremy Strong and Jeremy Allen White and Jeremy Allen White is the Wall Street Journal reporter right and Mikey Madison is the whistleblower yeah good cast it's a risk it's a risk this is a very this is a movie with an immaculate reputation

1:25:50Bill Simmons:that was two right what do you think number one is I think it's I like that he's looking at me like to see what my poker hand is I don't think you're going to get it. But you will. You haven't done a PTA. You haven't done a Tarantino.

1:26:12What do you think it is?

1:26:15Bill Simmons:You had a factor in family. Mm-hmm.

1:26:19Sean Fennessey:Oh, yeah. Is it 50 First Dates?

1:26:24Bill Simmons:No, but that almost made the list.

1:26:26Sean Fennessey:Yeah. I know that's a big one for your fam.

1:26:29Bill Simmons:I don't personally like that movie that much. So I always feel like I was an unwilling participant in 51st Days. Interesting. Is it season two of Euphoria? No. It is the Devil Wears Prada. Oh, I wouldn't have guessed that. I would not have guessed that. I think I've seen it the most times. And there's reasons for that, including my wife and my daughter. It's probably their favorite movie. But I always get sucked in. If it's on, I'll be like, oh, I kind of like this part. Really fun to make fun of as you watch it. perfectly done. It's really well acted. Anne Hathaway and Blunt are fantastic in it.

1:27:05Bill Simmons:Street, it's probably my favorite Meryl Streep performance. The music's good. It's a fun hang. You get to go places. There's a costume change. You get to go to Paris. And everybody in the house can watch it. I think we achieved Rewatchable's perfection with Devil Wears Prada. This is honestly like a great zag from you. I did not expect Devil Wears Prada at the top. But it wasn't even really a zag. It's kind of the answer. So when you were conceiving of this list, when you were conceiving of this list, were you immediately like, I know Devil Wears probably is number one. I knew it was going to be in the top five, but then as I started stacking the five together and really thinking like, all right, I'm out of times.

1:27:46Bill Simmons:This, like, I could put, I could put this on at my holiday party and my wife just would have gravitated over the TV. Yeah.

1:27:54Sean Fennessey:It's one of those. It's really interesting that your number one and number two are both getting sequels in 2026. What does that tell you, though? That is resonating in rewatchability.

1:28:04Bill Simmons:I think Devil Wears Prada will be on for this entire century. It's weirdly ageless. I don't see it losing steam. And I don't think that social network will lose steam either. No. I don't think the town will... What's interesting about the top five, all those movies will keep going. Anchorman might have the toughest case. I don't think so. I think I mean like it'll maybe have like three or four years of like people aren't talking about it as much but I don't know yeah yeah I just it's never gonna be like 70s I don't know like would a 19 year old right now like Anchorman I don't know like my son doesn't really care about Anchorman which I think is interesting what does your what comedy wise what does Ben think is funny like does he like Tim Robinson or does his peak is this is the end and super bad those movies so the younger kids the Apatow stuff

1:28:52Sean Fennessey:interesting so yeah Double Worse Prada is a great pick especially under the rubric of rewatchability because it is a movie that people just so what was your what was your number one most rewatchable movie there will be blood it's a movie I've rewatched the most times this century because it was the movie it was the movie the first time I saw it I was like that's my favorite movie like that was just I had not seen anything and we talked about when we did our episode about that movie so that would be pretty high up there but I'm trying to think what's something that is like not this like heavy weight I love that movie but I think I've only seen it three times.

1:29:26Sean Fennessey:Yeah. I've watched it like at least 20 times. I've seen it a lot. But I'm trying to think of like what's kind of more in that like collateral or stepbrother zone where it's just like I just like having this on that thing that you're describing as opposed to like I'm studying this thing that means a lot to me and there's a difference, right? So, what is it for you?

1:29:46I mean…

1:29:47Bill Simmons:It's Miami Vice. The more I think about it, it might be Sicario and Miami Vice are the two movies that I've probably put on the most. Yeah. Inglourious Bastards is high up there Yeah But I'm trying to think of movies like Den of Thieves That I actually That I've actually fired up a lot I also think situation affects it Like my wife doesn't like Inglourious Bastards It's true, right So I don't It doesn't make the cut Because it's like, oh, I hate this movie Like it's one of those Drive? yeah but i haven't i haven't re-watched it in the last couple of years i you know it's it's funny like i could easily do the movies i have re-watched but they're not from this era like it's like i know that i watched die hard once a year i know i watched jaws that's the thing the 80s 90s this would have been so much harder yeah it's different the 21st century especially like i think the only one from this decade I had was Maverick.

1:30:48Bill Simmons:But I think 10 years from now, Once Upon a Time in Hollywood will probably be on it. I mean, I know this is going to sound... This would not even be in the top 10, but one that would be a surprise on my list would be the Scream reboot with Emma Roberts. Wow. That's a good one. Four. Yeah, I just re-watched it a bunch of times in Scream re-watches, but also is like my wife and I really like it. And so we just will like, sometimes like we're bored, we'll just throw that scream on. It's really random. Hard, Zach. Yeah. The thing is, if like I lived alone and I didn't have anyone in the house, I think the list looks different.

1:31:29Bill Simmons:Sure. It's probably Miami Vice one and two. It's just one and two.

1:31:38Sean Fennessey:Squid and the Whale is a movie that was just on in my house all the time when I was living in Brooklyn. Oh. Like that was just a movie that immediately was like, this is my energy. This is exactly the tempo. And that's another movie that's like 84 minutes. So you can just, it's very tight. That's so depressing. You can kind of get in and get out. It is, but I don't know. It is Brooklyn, though, yeah.

1:31:56Bill Simmons:You know what's interesting now? Out of all those movies, if 2000 was included, I would have had Almost Famous 1 and Cast Away 2. Sure. Over every movie I just did.

1:32:09Sean Fennessey:Almost Famous is not on our list because it's not an Amanda movie. and she wouldn't put it on. But if it was just me, it would be in my top 10. It's funny.

1:32:16Bill Simmons:Some people don't like it. I remember that was a big Jay Kang thing. Yeah, he didn't like it. Fuck that movie. He was like really angry about it. Yeah, some people hate it. Yeah. And then other people are like, if I'm not on the rewatchables, I'm resigning from The Ringer. Multiple people. At least 12 people. Yeah, yeah. Yeah.

1:32:33Sean Fennessey:Yeah, I don't know. That's it. But I agree with you. Like that wouldn't, if you were including 2000s, that would be really high. Or the year 2000.

1:32:39Bill Simmons:I just watched Castaway last week. Did you? From beginning to end. Because it was on Netflix. And I had to do some work stuff. And I was like, all right.

1:32:46Sean Fennessey:How does the plane crash explosion look better than anything that happened in any movie with CGI in 2025? I still don't understand how that scene is so good.

1:32:58Bill Simmons:And like way more harrowing than you kind of want to… Like when that guy's on the ground like, Like the one pilot. Yeah. It's awful. Like you really feel terrible watching it. Did it predate Lost? It did. Oh, it predated by six years. It's funny because the Martians liked that too, which I did not have that on the list because I didn't kind of keep revisiting it. I watched it a few times. Oh, Martian would definitely be on my list. Yeah. But it's the same thing of the what would I do? No Ridley Scott for you.

1:33:33Sean Fennessey:Nothing? You didn't have any Ridley Scott movies? Of the Scott brothers, I would definitely have Martian for Ridley. I would probably have Prometheus for Ridley. And I would have definitely Unstoppable.

1:33:45Bill Simmons:So Unstoppable was a tough cut. Listen, I already have some regrets with the list. What's the saddest movie you have on that list? Spotlight. Spotlight. Guys, thanks for listening to my top 50. Was this being recorded? Yeah, it was actually. I didn't just invite you over. It's live. It's on YouTube. So what was your top three movies I've rewatched the most from the 21st century? There will be Blood? Yeah. Inglourious Bastards would be up there.

1:34:15Sean Fennessey:Wolf of Wall Street would be up there. Departed would be up there. You know, all the movies from my guys, my bros. Zodiac. Zodiac would be really high on my list. Zodiac's very high up there for me. Michael Clayton would be really high for me. That's a great call.

1:34:31Bill Simmons:I think something got fucked up. Zodiac was supposed to be on this. I knew I was going to make a mistake.

1:34:36Sean Fennessey:Proof of Life over Zodiac. No. It was the Adam Sandler for Glenn Decker movie over Zodiac. Just go with it. I would probably have Nice Guys in my list.

1:34:46Bill Simmons:I swear to God, Zodiac was in the 30s and then I was moving stuff around and I think it just got cut.

1:34:52Sean Fennessey:R.I.P. Just like the Zodiac Killer, we still don't know.

1:34:55Bill Simmons:Yeah. God damn it. Zodiac was in there. I wonder what I bumped for Zodiac.

1:35:00Sean Fennessey:I believe we should read Zodiac.

1:35:01Bill Simmons:Zodiac was in there. I'm sorry. Zodiac's definitely in there for me.

1:35:05Sean Fennessey:I have a six-hour pod in me about Zodiac anytime you want to do it.

1:35:08Bill Simmons:Well, we did it, but I wasn't on it, which gives us an excuse to redo it. We did it with Greenwald,

1:35:12Sean Fennessey:but it was like a 47-minute pod in 2017.

1:35:16Bill Simmons:All right, we'll definitely redo that. Zodiac, so that was my big forget. So, and I'm sure I forgot like one or two others that people will mention. Yeah, I mean, there's no way to do it perfectly. I tried. I went through all the rewatchables lists. I went through like everything I own on Blu-ray or DVD, and I think I got everything, but I miss Zodiac so obviously it happens

1:35:37Sean Fennessey:what is there anything else have you thought of anything else that is in your top five rewatched no I Nice Guys was the one that just jumped in my mind

1:35:46Bill Simmons:so I think five years from now Nice Guys will be on the list for me I watched that on a plane I've just started in a really like did you see Crow was like you know people always are asking for a Nice Guys sequel and me and Ryan Gosling we just have a title but the title makes us laugh and he was like the title is Nice Guys 2 colon Mexican detectives.

1:36:09I was just like, holy shit.

1:36:11Bill Simmons:Well, the other guys is the other one that has been growing on me. Really good. Really good. The Eva Mendez scene is so fucking funny. Yes, when Walbert can't believe it. He's like, who are you? Yes. All right. Thanks for doing this. Thanks, Bill. Thanks to Gahav for producing. Sorry Craig couldn't be here. He's awake. Hope you enjoyed.

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