John Brooks and Julia Sirmons

1999: The Podcast

Tv EN ↓ 110 episodes

Was 1999 the best year in movie history? We think it might be! John Brooks, Julia Sirmons, and special guests work their way through all the year has to offer, one movie at a time, and we’ll ask special guests to share their memories of this amazing year and the movies that made it unforgettable. Unfortunately, nobody can be told what 1999: The Podcast is… you have to hear it for yourself!

Author

John Brooks and Julia Sirmons

Category

Tv

Podcast website

www.cageclub.me

Latest episode

Jul 7, 2026

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Episodes

(Rerelease from 6/25) - AUSTIN POWERS: THE SPY WHO SHAGGED ME - with Siri Dahl 07.07.2026

Austin Powers: The Spy Who Shagged Me was the 4th-highest grossing movie of 1999, behind Toy Story 2, The Sixth Sense, and The Phantom Menace, opening on June 11 and taking in $55 million that weekend, going on to make $206 million at the domestic box office on a $33 million budget. Directed by Jay Roach and written by Mike Myers and Michael McCullers, The Spy Who Shagged Me saw Heather Graham ste...

See Also: HARDBALL (2001) - with Jacki Krestel 23.06.2026

VARSITY BLUES director Brian Robbins follow-up was another inspirational, somewhat edgy sports movie HARDBALL - this time about baseball and set in Chicago. 1999 icon Keanu Reeves plays down-on-his-luck sports gambler Conor O'Neill who finds himself the head coach of an inner-city Chicago youth baseball team. Somehow, he makes the team better. Somehow, the team makes him better. Diane Lane is also...

VARSITY BLUES - with Jacki Krestel 09.06.2026

We sadly lost 1990s icon James Van Der Beek in February, so we decided it was time to look at his most prominent non-Dawson's Creek role - the teen comedy-drama sports movie Varsity Blues. Released very early in the year on January 15th, Varsity Blues was the 45th highest grossing movie of the year. Opening as a surprise number, it made back most of its 16 million dollar budget in its debut weeken...

See Also: PUNCH-DRUNK LOVE (2002) 28.05.2026

Last time we looked at Paul Thomas Anderson's 1999 film Magnolia, so we decided to take a look at his follow-up, 2002's Adam Sandler-led absurdist romantic dramedy Punch-Drunk Love. Anderson's shortest and most overlooked film, Punch-Drunk Love is now considered by many to be among his best. At 95 minutes, the film never faulters and drags, and its balance of performance, direction, and musical sc...

MAGNOLIA (Revisited) - with Holly Brown 12.05.2026

We last talked about Paul Thomas Anderson's Magnolia nearly four years ago, so given Anderson recently (finally) won an Oscar for One Battle After Another, what better time than now for a revisit? Magnolia was a modest commercial success at the time but was lauded by critics, became something of a cult hit, and eventually worked its way into the cultural zeitgeist, in no so small part due to Tom C...

See Also: WAG THE DOG (1998) 21.04.2026

A president faking a war to distract from a political scandal?? WHAT??? We’re doing a new See Also this week, related to some of the recent movies we’ve discussed. The 57th highest-grossing movie of 1997 and the 46th highest-grossing of 1998. Released limited on Christmas Day 1997 and wide on January 4th 1998 where it finished 4th behind Titanic, Good Will Hunting, and As Good As It Gets, it went...

EDtv - with Will Weldon 07.04.2026

EDtv opened in third place on March 26th right behind our last movie, Analyze This in 2nd and Forces of Nature in 1st, going on to gross $35 million worldwide on a budget of $80 million. Directed by Ron Howard, it is a remake of the 1994 Quebecois film Louis 19, King of the Airwaves, with a script adapted by Lowell Ganz and Babaloo Mandel, it stars Matthew McConaughey, Jenna Elfman, Woody Harrelso...

[RERELEASE]: FOR LOVE OF THE GAME: - with Jacki Krestel 24.03.2026

57th on the 1999 box office chart, For Love of the Game marked director Raimi’s first foray into big-budget, mass-market filmmaking (which would ultimately pave the way for being handed the enormous task of finally bringing Spiderman to the screen in 2002) But love and baseball was very different territory for Raimi, and his inexperience in the realm of pop movie making (as well as in directing ro...

OSCARS SPECIAL 2026 14.03.2026

It's Oscars Weekend! 1999 was a weird year in Oscar history, as the awards held that year saw one of the most controversial Best Picture wins ever (SHAKESPEARE IN LOVE) and the awards held the following year honoring the awards of 1999 gave the Best Picture Oscar to a film that, well, has not aged well at all (AMERICAN BEAUTY) So to mark the weekend, we took some time to discuss those two films an...

ANALYZE THIS - with Chase Mitchell 24.02.2026

Analyze This was the 18th-highest grossing movie of 1999, opening on at #1 March 5th – the same day as Cruel Intentions, which opened number 2 - and taking in $177 million worldwide on an $80 million budget. Analyze This gave us the unlikely comedy duo of Billy Crystal and (a then new to comedy) Robert DeNiro, alongside Lisa Kudrow, Chazz Palminteri, and Joe Viterelli Directed by the late great Ha...

See Also: WHEN HARRY MET SALLY (1989) - with Dan Colón 13.02.2026

It's Valentine's Day, so we're taking one last look at the non-1999 landscape before we return to 1999 next week with the movie that reset the standard for romantic comedies, Rob Reiner's When Harry Met Sally. Joining us is returning friend of the pod Dan Colón, co-host of our podcast network's very own The Monsters that Made Us. We talk Crystal, Ryan, Carrie Fisher, Barry Sonnenfeld, and if we've...

See Also: FATHER MOTHER SISTER BROTHER (2025) 13.01.2026

This week, Julia reports back from the screening she attended of "Father Mother Sister Brother", the latest from "Ghost Dog" writer/director Jim Jarmusch. "Father Mother Sister Brother" is an anthology dramedy starring Tom Waits, Adam Driver, Mayim Bialik, Charlotte Rampling, Cate Blanchett, Vicky Krieps, Sarah Greene, Indya Moore, and Luka Sabbat. Julia and John discuss the film and take another...

THE STORY OF US/In Memory of Rob Reiner (1947-2025) - with Nitish Pahwa 30.12.2025

In honor of the late Rob Reiner we are looking at The Story of Us, the 74th highest-grossing movie of the year, finishing just ahead of earlier entry Blast from the Past. Opening #2 behind Fight Club on October 15th and going on to gross $59 million worldwide on a $50 million dollar budget. Starring Bruce Willis, Michelle Pfeiffer, Reiner himself, Rita Wilson, Julie Hagerty, Paul Reiser, and Tim M...

See Also: A VERY ALTERNATIVE CHRISTMAS 24.12.2025

Merry Christmas and happy every other holiday! In this episode, John and Julia each recommend five of their favorite "alternative" Christmas movies. The like of It's a Wonderful Life, Home Alone, Love Actually, Miracle on 34th Street, and, yes, even Die Hard are off-limits. Instead, we present 10 movies that are maybe not in your annual Christmas rotation but ought to be! Enjoy! Julia's picks: The...

GHOST DOG: THE WAY OF THE SAMURAI - with Sean Malin 16.12.2025

It's Christmas time, so we're looking at a movie that tells the story of a mysterious man who spends a lot of time on the roof with his animal friends and has the ability to sneak into your house undetected as if by magic: Ghost Dog: The Way of the Samurai! Ghost Dog appears nowhere on the 1999 box office charts because it technically didn’t have a major theatrical release in the US until March of...

See Also: SHATTERED GLASS (2003) 26.11.2025

The first of what will be a series of smaller episodes where we take a look at a movie that is somehow related to our most recent subject. This time, our See Also recommendation for The Insider is Billy Ray's superb 2003 docudrama/thriller Shattered Glass. Featuring incredible performances from a uniformly excellent cast, especially Hayden Christensen as the title character and Peter Sarsgaard as...

THE INSIDER - with Lindsay Beyerstein 18.11.2025

Michael Mann's The Insider is easily the most glaring omission from the our initial 18, universally regarded as one of the best – if not THE best – movie of 1999. Finishing in 69th place, sandwiched between two previous entries, Girl Interrupted at 70th and Mystery Men at 68th, The Insider stars Russell Crowe, in an Oscar-nominated performance, and Al Pacino alongside an incredibly deep supporting...

TRUE CRIME (1999) and JUROR #2 (2024) - with Aaron from HIT FACTORY 04.11.2025

True Crime was the 94th-highest grossing movie of 1999, grossing just $17 million on a $50 million budget with a fairly limited release. Starring and directed by Clint Eastwood, True Crime was largely forgotten and remains overlooked most likely due to its release at what can be described as Eastwood’s most prolonged artistic lull in the mid 1990s, starting with 1997’s Absolute Power and Midnight...

THE SIXTH SENSE (Julia's Version) - with Sooz Kempner 21.10.2025

The Sixth Sense was one of the biggest movies of the year, second only to The Phantom Menace. And since it's Halloween and Julia had never seen it before, we thought it was time to take a second look. A movie best remembered for its plot twist (and the meticulous build up to it), The Sixth Sense is nonetheless at its core a drama about grief. Once you know the ending, the experience of the movie c...

OCTOBER SKY - with Amanda Jane Stern 07.10.2025

October Sky was the 63rd-highest grossing movie of the year, just behind The 13th Warrior. Opening on February 19th with just shy of $6 million, it went on to gross $34.7 million worldwide on a $25 million budget. October Sky was adapted from the memoir Rocket Boys (an anagram of "October Sky") by NASA engineer Homer Hickman and directed by Joe Johnston, beautifully shot by journeyman cinematograp...

ENTRAPMENT - with Jason Christian 23.09.2025

Despite its reputation as giant bomb, Entrapment was the 24th-highest grossing movie of 1999, coming in just behind another movie starring Catherine Zeta-Jones, The Haunting. Entrapment opened on April 30th at number 1 with an impressive $20 million debut, dethroning The Matrix at the top box office spot, going on to gross $212 million worldwide. It has since gone on to be synonymous with "high pr...

THE THOMAS CROWN AFFAIR - with Sarah D. Bunting 09.09.2025

The Thomas Crown Affair was the 31st-highest grossing movie of 1999, coming in one slot below another entry, Galaxy Quest, opening August 6th at number 3 at the box office behind the debut of the juggernaut The Sixth Sense at number one and Runaway Bride at number 2. The first of two 1999 film besides (besides The 13th Warrior, which we also recently discussed) from Die Hard director John McTierna...

1999 REWIND - Woodstock 99 23.07.2025

ORIGINALLY PUBLISHED 7/24/24: Today marks the 26th anniversary of one of the true low points of 1999 and pop culture in general - the human rights disaster that was Woodstock 99. Dan Colón, of CageClub's very own The Monsters That Made Us podcast, joined John to talk about the greed, mayhem, and madness that defined Woodstock 99. The Woodstock that was just so great that it convinced everybody to...

MUPPETS FROM SPACE - with Ethan Warren 15.07.2025

Muppets From Space was the 95th-highest grossing movie of 1999, opening in 4th place behind juggernauts American Pie, Wild Wild West, and The Phantom Menace. Directed by Tim Hill, the co-developer and longtime director of Spongebob Squarepants (which debuted 3 days later!) and written by longtime Muppet writer Jerry Juhl alongside Joey Mazzarino and Ken Kaufman, Muppets From Space was the third of...

GALAXY QUEST - with Annie Berke 01.07.2025

Galaxy Quest was one of the great summer movies of 1999. Except it was released, for some reason, at Christmas. Lovingly sending up television sci-fi of a certain era - and heavily grounded in Star Trek - Galaxy Quest was a modest success as 30th highest grossing movie of 1999 The second feature film, both overall and in as many years following the Vince Gilligan-penned Home Fries with Drew Barrym...

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