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 in the Garden of Eden, 2000’s Space Cowboys, and 2002’s Blood Work. That lull would end with 2003’s acclaimed Mystic River, which earned Oscars for both Sean Penn and Tim Robbins as well as Best Director and Best Picture nominations for Eastwood.

But True Crime is still an interesting entry on Eastwood's resume, exploring many of the themes of injustice and moral ambiguity that he frequently explores in his work. So does the similarly-themed 2024 film Juror #2, which Eastwood directed in his mid-90s.

So this week we're talking about them both, and joining is us is Aaron from the podcast Hit Factory.

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 changes. But is it still good? Does M. Night Shyamalan's breakthrough film deserve its status on the 1999 Mount Rushmore?

For our second go-round on The Sixth Sense, John and Julia invited comedian, actor, and singer Sooz Kempner - who didn't understand the ending to The Sixth Sense when she saw it at the age of 14 - to talk plot twists, child actors, Bruce Willis, and jump scares.

You can find Sooz on Bluesky @soozuk

Her website is https://www.soozkempner.co.uk/

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 cinematographer Fred Murphy with a score by Mark Isham it starred newcomer Jake Gyllenhaal, Chris Cooper, Lauren Dern, William Lee Scott, Chad Lindberg, Natalie Canderday, Chris Ellis, and in a really wonderful performance, American Pie’s Sherminator himself, Chris Owen.

A critical hit and modest commercial success, October Sky was largely forgotten by the time award season rolled around, and it is now a fondly if faintly remembered gem (as well as the breakout film for its young star!)

This week, Julia and John welcome actor/writer Amanda Jane Stern from the podcast Don't Be Crazy to talk about her new film, Joe Johnston's aggressively earnest style, and boys and their rockets.

Amanda is on Bluesky @amandajanestern.com

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 profile dud from 1999", but does it really deserve that reputation?

Its relative success at the box office aside, Entrapment is unpretentious, silly, and a lot of fun, even if it never lands every shot it makes. And it's hard not to stack it up against the other big budget art heist movie starring a famous James Bond actor from the same year (a thing we do plenty of this episode).

Joining John and Julia to talk about it is Jason Christian, a writer and co-host of the podcast Cold War Cinema.

Jason is on all the social medias and can be found on Bluesky @jasonachristian.

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 McTiernan, The Thomas Crown Affair is a remake of the 1968 Steve McQueen-Faye Dunaway caper of the same name.

Starring Pierce Brosnan in the title role - at the height of his Bond tenure -  alongside Rene Russo, the film was praised for featuring two (very attractive) actors who were north of 40 and portraying them in an overtly sexy light, with particular ink spilled on how refreshing it was to see the then 45-year-old Russo presented as a femme fatale.

The Thomas Crown Affair was pretty well received at the time, which is interesting because it has not, on a number of fronts, aged very well. What did people see in it at the time? And does it hold up at all today?

John and Julia invited critic/writer/internet pioneer Sarah Bunting, the co-creator of Television Without Pity (among many other things) to take a trip down memory lane with us as we talk sex scenes in the 1990s, the importance of getting the right director, and what separates a "heist" from a "caper".

Sarah is on Bluesky @sarahdbunting

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 never Woodstock again, 1999's 30th anniversary festival (inspired by the relative success of the 25th anniversary Woodstock 94) was...a lot of things. But mostly it was an epic disaster that somehow managed to take bad situations and terrible ideas and make them much worse.

What went wrong?? Well, aside from everything, John and Dan explore some of the specific problems that sent Woodstock 99 into a fiery tailspin, and discuss why this is such and important milestone in how our culture got to where it is today.

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 the 1990s cinematic Muppet revival (following Christmas Carol and Treasure Island)

Unlike the two other films released that year, Muppets From Space was an attempt to get back to basics - less music and more mayhem, and not an adaptation of a classic literary work.

The results, however, fell flat, and the Muppets would not get another theatrical release for more than a decade.

This week, John and Julia talk to author and Muppet fan Ethan Warren about what went wrong and what the future of the Muppets might be.

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 Barrymore and Luke Wilson in 1998, from accomplished television director Dean Parisot, and witten by David Howard and Rob Gordon, Galaxy Quest stars Tim Allen, Sigourney Weaver, Alan Rickman, Enrico Colantoni, Tony Shaloub, Sam Rockwell, Darryl Chill Mitchell, Robin Sachs, Patrick Breen, Missy Pyle, Jeb Rees, and Rain Wilson and Justin Long in their film debuts.

Galaxy Quest has gone on to become one of the great cult films (and most enduring comedies) ever. So we invited culture writer Annie Berke to see how it holds up a quarter century later.

Oh, and we basically write the sequel!

Annie is on Bluesky @sayanniething

August 1999's The 13th Warrior was (mostly) directed by legendary Predator and Die Hard director – and occasional felon – John McTiernan, and released just three weeks after his other (far more successful) 1999 film The Thomas Crown Affair.

Based on the 1976 novel "Eaters of the Dead" by Michael Crichton (who also took over to direct several scenes), The 13th Warrior stars Antonio Banderas, Vladimir Kulich, Dennis Storhoi, Diane Venora, Richard Bremmer, Tony Curran, and Omar Sharif

It took two decades to finally get Crichton’s reimagining of "Beowulf" to the screen, and the film is best remembered as a fascinating failure – a $160 million epic that earned about $100 million shy of that globally, making it the biggest flop of the year.

But over the years The 13th Warrior has achieved cult status, with many defenders arguing that, while imperfect, what actually winds up on the screen is still very worthwhile.

We took that theory to task with writer/critic Peter Raleigh, who you can find on Bluesky at @petreraleigh

You can also listen to Graeme Revell's vastly superior original score to The 13th Warrior here, thanks to YouTube user deavonw: The 13th Warrior (Rejected Score)

We are kicking off the summer by returning to the box office top 10 for the first time since Runaway Bride with one of the 1999’s big summer blockbusters, Austin Powers: The Spy Who Shagged Me!

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 stepping in to the Powers Girl role, replacing Elizabeth Hurley. The hugely anticipated and hyped sequel to the 1997 original, the movie came in with sky high expectations.

The results were, well...mixed.

But there's no question that Austin Powers was a huge cultural milestone, so we wanted to see how it held up.

Helping us get the summer off to the most shagadelic start possible is actor, writer, podcaster, and activist Siri Dahl!