1999: The Podcast

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!

TV & Film
Film History
Film Reviews
1
ANALYZE THIS - with Chase Mitchell
We're rejoined by comedy writer Chase Mitchell to talk about one of the biggest comedies of 1999, "Analyze This"
82 min
2
See Also: WHEN HARRY MET SALLY (1989) - with Da...
84 min
3
See Also: FATHER MOTHER SISTER BROTHER (2025)
57 min
4
THE STORY OF US/In Memory of Rob Reiner (1947-2...
Slate's Nitish Pahwa joins us to discuss marriage, casting, bad writing, unnecessary monologues, and the greatness of Rob Reiner in "The Story of Us"
88 min
5
See Also: A VERY ALTERNATIVE CHRISTMAS
86 min
6
GHOST DOG: THE WAY OF THE SAMURAI - with Sean M...
Returning guest Sean Malin, author of the just-released book The Podcast Pantheon, talks Whitaker, Jarmusch, podcasts, and Jon Hamm!
98 min
7
See Also: SHATTERED GLASS (2003)
58 min
8
THE INSIDER - with Lindsay Beyerstein
Investigative journalist Lindsay Beyerstein join us to talk about journalism, Russell Crowe, and CBS News in "The Insider"
73 min
9
TRUE CRIME (1999) and JUROR #2 (2024) - with Aa...
Hit Factory co-host Aaron joins John and Julia to discuss "True Crime", "Juror #2", and Clint Eastwood's complex politics and sense of justice.
110 min
10
THE SIXTH SENSE (Julia's Version) - with Sooz K...
Actor, comedian, singer, and Sonic and Knuckles expert Sooz Kemper joins us for some spooky fun with "The Sixth Sense"
70 min
11
OCTOBER SKY - with Amanda Jane Stern
Actor and writer Amanda Jane Stern joins us to talk about bad dads, Bechtel Test failures, and boys with rockets in "October Sky"
88 min
12
ENTRAPMENT - with Jason Christian
Writer and co-host of the podcast Cold War Cinema joins to talk about 1999's OTHER art heist movie starring a former Bond actor, "Entrapment"
90 min
13
THE THOMAS CROWN AFFAIR - with Sarah D. Bunting
Sarah D. Bunting joins us to talk about making sexy people stealing art be somehow kinda boring in "The Thomas Crown Affair"
93 min
14
1999 REWIND - Woodstock 99
Dan Colón, of CageClub's very own The Monsters That Made Us podcast joins John to talk about the greed, mayhem, and madness that defined Woodstock 99
65 min
15
MUPPETS FROM SPACE - with Ethan Warren
Author and Muppet fan Ethan Warren joins us to talk about the last, and probably least, of the three 1990s Muppet movies
87 min
16
GALAXY QUEST - with Annie Berke
Culture writer Annie Berke joins us to talk about the OTHER 1999 movie starring Tim Allen as a fake spaceman
102 min
17
THE 13th WARRIOR - with Peter Raleigh
99 min
18
AUSTIN POWERS: THE SPY WHO SHAGGED ME - with Si...
The amazing, charming, and hilarious Siri Dahl joins John and Julia to talk all things shagadelic in "Austin Powers: The Spy Who Shagged Me"!
95 min
19
JOE THE KING - with Zaki Hasan
Film critic Zaki Hasan joins John and Julia to talk about Frank Whaley's 1999 writing/directing debut, "Joe the King"
74 min
20
THE LIMEY: "Bang" - with Devan Scott
Filmmaker, podcaster, and Steven Soderbergh fan Devan Scott joins John and Julia to discuss the crime thriller/comedy/tone poem "The Limey"
84 min
21
VAL KILMER: 1959-2025
John and Julia discuss the life and career of actor and 90s icon Val Kilmer, who died earlier this month at the age of 65.
74 min
22
SWEET AND LOWDOWN: "All That Jazz" - with Liz W...
Actor/writer/director Liz Whitmere joins John and Julia to talk the good and very bad of Woody Allen with "Sweet and Lowdown"
92 min
23
FOR LOVE OF THE GAME: "Baseball" - with Jacki K...
White Sox superfan Jacki Krestel joins John and Julia to talk about part three of the Costner Baseball Trilogy, "For Love of the Game"
74 min
24
TWILIGHT (1998) - Gene Hackman Special
John and Julia look at 1998's "Twilight", the neo-noir that arrived at the tail end of the careers of stars Paul Newman and the late Gene Hackman
69 min
25
THE END OF THE AFFAIR: "Lots of Rain" - with Kr...
Writer, critic, and podcaster Kristin Battestella joins us to talk about the very rainy and very horny "The End of the Affair"
90 min