Matching Minds with Sondheim: The Podcast in an open invitation into the puzzle-loving, game-designing mind of Broadway legend Stephen Sondheim. Based on the acclaimed book by Barry Joseph, each episode uncovers the hidden world of Sondheimâs lifelong passion for treasure hunts, cryptic crosswords, parlor games, and more. Join Barry and his guestsâpuzzle-makers, game designers, and Sondheim aficionadosâas they explore how Sondheim's playful designs delivered moments of clarity and connection for friends, colleagues, and anyone who's ever been captivated by his genius. Whether youâre a musical theater fan, a puzzlehead, or just Sondheim-curious, this series invites you to match minds with Sondheim. Make sure to get the book everywhere books are found, or click here.
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This episode looks at how Matching Minds with Sondheim is used as a college textbook. Eric Zimmerman describes integrating the bookâs design-principle lists into a puzzle unit at New York University where students build puzzles under constraints, while former student A. Raph Corwin explains how Sondheimâs principles shaped her narrative puzzle work and led to founding Pigeonâs Path Games, creating location-specific outdoor puzzle game books such as A Haunting in Greenwich Village.
00:00 Scam Warning Intro
09:56 Episode Setup and Guests
12:19 Eric Class Breakdown
14:55 Puzzle Unit in Practice
17:03 Sondheim Meets Game Design
18:29 Teaching with Principles
22:15 Rules Literacy and Humor
24:14 Design Principle Spotlight
25:25 Workshops to Business
28:47 Pigeons Path Games Launch
30:32 Praise and Viability Lessons
33:35 Wrap Up and Credits
Special Links:
Eric Zimmerman
A. Raff Corwin and Pigeon Path Games
NYUâs Game Center
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
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#30-Sondheim and Board Games
Tuesday, June 30, 2026 ⢠Duration 43:24
Our latest episode focuses on welcoming NYU Game Center co-founder Eric Zimmerman to discuss Stephen Sondheimâs board game designs as experience-forward, theatrical âart pieces.â Barry and Eric examine Sondheimâs 1953 game Stardom (or The Game of Camp), inspired by a Hollywood starsâ homes map and featuring rituals, hidden goals, props, and a climb through stardom by secretly âsleeping withâ assigned actresses; Joseph shares Sondheimâs letter registering the rules and stating intent to market the game, plus notes on possible re-skins. They also discuss Sondheimâs birthday game for producer Hal Prince (Producer/The Game of Hal Prince), using hand-typed cards with gossip, critics, and Broadwayâs economic systems, and Sondheimâs three-game 50th-birthday set for Leonard Bernstein, The Great Conductor HuntâDiploma (with recorded âchanceâ audio), Itinerary, and the Lucite mazed Podium (two designed by Milton Glaser).
00:00 Theater Meets Games
00:49 Meet Eric Zimmerman
03:23 Games as Art Culture
05:58 Trivia and Ritual Start
07:26 Stardom Camp Hollywood
14:35 Rules Hidden Goals
19:22 Props and Commercial Plans
23:31 The Game of Producer for Hal Prince
27:42 The Great Conductor Hunt for Leonard Bernstein
35:40 Stars are shining bright!
Special Links:
Eric Zimmerman
NYUâs Game Center
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
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#29-A Mash-up of Topics Raised with me About Sondheim
Episode 29
Tuesday, May 26, 2026 ⢠Duration 59:12
Itâs a mash-up! Producer Dennis Caouki weaves together audio from two recent interviewsâone with mathematician Art Benjamin (via the National Museum of Mathematicsâ Starring Math webinar series) and one from Shoshana Greenbergâs Scene to Song podcastâinto a single conversation. The combined interview explores Sondheimâs connections to math, puzzles, and games; cryptic crosswords; design values like misdirection and accessibility; and how those ideas appear in Sondheimâs work (including Into the Woods, A Little Night Music, Sweeney Todd, Company, and Pacific Overtures). The discussion also touches on Schmigadoon! season twoâs Sondheim-inspired mashups, Hadestown, The Last of Sheila, and the Knives Out films as modern homages. Â
00:00 Podcast Updates Ahead
00:27 Audiobook Booth Stories
03:05 Two Interviews One Episode
05:35 Meet Barry Joseph
08:49 Hadestown As Ritual
10:10 Sondheim And Math Roots
11:45 Math In A Little Night Music
15:28 Into The Woods London Take
19:50 CD-ROM Game That Never Was
22:58 Sondheim Puzzle Design Values
26:15 Treasure Hunt Phone Puzzle
27:58 Puzzles For Anybody
29:13 Matching Minds Explained
29:59 Inside Sondheimâs Mind
31:18 Bernstein Puzzle Rivalry
32:49 Lyrics as Game Design
37:38 Cryptic Crosswords Explained
39:54 Solving a Clue Live
43:27 Games in the Shows
45:57 Knives Out Homages
47:41 Schmigadoon Mashup Magic
53:15 Broadway Hopes and Farewell
Special Links:
Scene to Song with Shoshana Greenberg
Art Benjamin - ThatMathShow.com
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
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#28-Sondheim and Puzzle Boxes, with David Staller
Tuesday, April 14, 2026 ⢠Duration 55:23
Our latest episode focuses on Stephen Sondheimâs fascination with puzzle boxes, featuring guest David Staller, founding artistic director of the Gingold Theatrical Group. Staller describes his Shaw-inspired connection to Sondheim through Hermione Gingold, their friendship and correspondence, and Sondheimâs attraction to puzzles as finite, controllable structures that offered relief from the chaos of human relationships and creative pressures. The episode includes rare audio from Sondheimâs Games Magazine interview about collecting and admiring puzzle boxes, plus excerpts from Barryâs interview with puzzle-box designer Kagen Sound (on learning Sondheim was a client and seeing his boxes in the film Six by Sondheim). Staller recounts gifting Sondheim puzzle boxes (including Japanese artisan-made boxes), treasure-hunt parties and movie-themed murder mysteries, a final unopened birthday box returned after Sondheimâs death, and finding a hidden note during the 2024 Doyle auction. He also describes Sondheimâs love for, and association with the boy-star of, the comic strip Calvin and Hobbes.Â
00:00 Everything Is A Puzzle
01:44 Meet Guest David Staller
02:55 Shaw Connection To Sondheim
05:11 Why Games Felt Safe
07:54 Discovering Puzzle Boxes
08:46 What Puzzle Boxes Are
10:37 Sondheim On Puzzle Boxes
12:47 Voice Memories And Boxes
16:59 Japanese Artisan And Last Box
19:40 Opening The Box Onstage
21:53 What Was Inside The Box
23:25 Treasure Hunts And Movie Trivia
26:04 Thin Man Roleplaying Games
26:44 Movie Roleplay Mystery
28:34 Home Treasure Hunt
30:30 Sondheim Grammar Patrol
32:16 Puzzle Boxes Meaning
33:49 Kagen Sound Spotlight
36:04 Boxes On The Piano
38:04 Auction Hidden Note
39:42 Objects And Legacy
42:22 Calvin And Hobbes
47:31 Life As A Puzzle
Special Links:
David Staller
Gingold Theatrical Group
Kagen Sound
Andrew Parr
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
Learn more about your ad choices. Visit megaphone.fm/adchoices
#27- Two "Little" Sondheim Treasure Hunts
Tuesday, April 7, 2026 ⢠Duration 01:12:48
Join Barry Joseph and guests David Spira (Room Escape Artist) and Rachel Allen Duncan (Watson Adventures) to explore why Stephen Sondheim designed treasure hunts for decades, focusing on two with related names: the 1973 A Little Night Music Treasure Hunt at the Shubert Theatre and the 2011 A Little Jurassic Treasure Hunt at the American Museum of Natural History. Performers George Lee Andrews and Marti Morris recall the Shubert cast-party hunt co-devised with Anthony Perkins, where puzzle-photo team formation led to lyric-based clues hidden around the theater. Event producer Brigid Walsh describes producing the 2011 fundraiser hunt hosted by Sarah Jessica Parker and Matthew Broderick for Friends In Deed, including wax-sealed packets, team coordinators, dinosaur-hall clue cards, a meta-puzzle, and a final reveal involving a freight elevator, toy dinosaurs, and a hidden prize.
Make sure to get the book everywhere books are found, â â or click hereâ â .
00:00 Sondheim Human Touch
01:43 Meet The Guests
03:24 Two Little Hunts
04:55 Show And Memories
06:43 Cast Interview Begins
11:19 Shubert Hunt Story
15:49 Ice Cream Interlude
17:12 Design Takeaways
24:35 Clue Sheet Breakdown
30:43 Weddings And Hunts
32:48 Wedding Puzzle Talk
33:47 Sondheim Museum Hunt Setup
35:47 Designing the Venue
39:20 Watching Players Lose It
41:55 Why Museums Work
43:46 Dino Hall Game Ideas
46:03 Inside the Hunt Packet
50:49 Rules and Meta Puzzle
55:55 Clues and Cheating
58:44 Spoilers Final Solve
01:01:37 Prizes and Reflections
01:04:15 Sondheim Takeaways
01:06:31 Plugs and Signoff
Special Links:
Room Escape Artist
Reality Escape Pod
Watson Adventures
AMNH Dinosaurs
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
Learn more about your ad choices. Visit megaphone.fm/adchoices
#26-Researching Sondheim--A Repod of Matching Minds on the Dr. Broadway Podcast
Tuesday, March 24, 2026 ⢠Duration 37:18
A conversation about Matching Minds from the Dr. Broadway podcast with Dr. Tracey Brent-Chessum and Dr. Kristin Stultz Pressley, focusing on researching Sondheimâs lifelong puzzle-and-game designâfrom cryptic crosswords and treasure hunts to Atari sessions with John Weidman, escape rooms, puzzle boxes, and antique board-game collectingâand on Josephâs methods, interviews, archival work, publishing journey with Applause/Bloomsbury, and ongoing efforts to place materials in institutions like NYPL, the Library of Congress, and the Strong Museum.
Make sure to get the book everywhere books are found, â â or click hereâ â .
00:00 Podcast WelcomeÂ
03:01 Introducing Dr Broadway
06:14 Barryâs Sondheim Journey
07:25 Games For Change Background
09:35 Atari And Game Mechanics
11:36 Sondheim Designed Games
13:18 Walls Of Antique Boards
15:03 Research Methods Archives
16:18 Pandemic Timeline Interviews
16:43 Tracking Memories Ephemera
17:04 Unlocking Interviews
18:06 Honoring Emotional Memories
18:53 Documenting And Archiving
20:49 Publishing Puzzle Theater Hybrid
23:18 New York Times Breakthrough
25:27 Research Rigor And Impact
26:52 Biggest Sondheim Revelation
28:12 Questions For Sondheim
31:21 Ongoing Projects And Farewell
Special Links:
Dr. Broadway Podcast
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
Learn more about your ad choices. Visit megaphone.fm/adchoices
#25-Writing Sondheim: A Conversation with Art Isn't Easy's Daniel Okrent
Tuesday, March 10, 2026 ⢠Duration 58:45
Dan Okrent visits Matching Minds for his FIRST interview (woot! an exclusive) about his highly anticipated biography âSondheim: Art Isnât Easyâ (pub. March 17). Okrent explains the project evolved from a short biographical essay into a thematic, research-heavy contemporary biography, drawing on extensive archives and interviews (including 38 people, many close collaborators), with early praise from John Weidman and James Lapine. They discuss why a new Sondheim biography is needed since Meryle Secrestâs work, why James Lapine described it as âThe best that has been written about Steve,â the value of Secrestâs Yale interview tapes, and new Library of Congress material clarifying Sondheimâs account of his motherâs letter (âguiltâ vs âregretâ). Okrent connects Sondheimâs alcoholism, inhibition, revenge themes (notably in âSweeney Toddâ), and life arc from alienation to connection. Finally, Okrent and Barry reflect on their unusual, and quite remarkable, multiyear relationship with each other and with Michael Mitnick that supported both Art Isnât Easy AND Matching Minds with Sondheim.Â
Make sure to get the book everywhere books are found, â â or click hereâ â .
00:00 Art From Demons
00:55 Meet Dan Okrent
02:00 The Name Game
03:35 From Essay To Biography
07:39 Why Another Sondheim Book
09:26 Alcohol And Inhibition
12:23 Secrest Tapes At Yale
16:12 Sweeney Todd And Revenge
19:30 The Mother Letter Revisited
25:36 Password And Lee Remick
29:08 Writing For Insiders
29:40 Finding Your Reader
30:15 Writing for Insiders
31:43 The Missing Five Years
33:52 Procrastination or Passion
34:56 Alienation to Connection
36:13 Musicals That Connect
39:20 How Their Books Shaped Each Other
40:17 Archive Treasure Hunts
42:33 What Writing Revealed
43:53 A Collaborative Email Trio
49:53 The Creative New York Blob
51:20 Hopes and Farewell
53:23 Final Thanks and Signoff
Special Links:
Dan Okrent
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
David Armstronâs Broadway Nation
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
Learn more about your ad choices. Visit megaphone.fm/adchoices
#24-Matching Minds on Broadway Nation
Wednesday, February 25, 2026 ⢠Duration 39:46
In this excerpt from David Armstrongâs Broadway Nation podcast, recorded at a studio overlooking the theater district, Barry and David compare their distinct, Broadway-themed, research-driven books, shared educator backgrounds, and surprising overlaps in their Sondheim publishing journeys.Â
Make sure to get the book everywhere books are found,â â â or click hereâ â â .
00:00 Welcome and Setup
05:09 Hammerstein and Play
06:26 Carousel Treasure Hunt
07:10 Books in Conversation
09:12 Cover Photo and Publisher
10:49 Teaching and Podcast Paths
13:39 Hidden Puzzles Revealed
15:07 Puzzle vs Game Explained
17:20 Sondheim Video Games
18:46 Sondheim Plays Myst
19:21 Distraction Or Fuel
20:58 Cryptic Crossword Legacy
21:37 West Side Thursday Ritual
23:03 Treasure Hunt Vs Scavenger
25:06 1968 Hunt Cast
26:37 Lyrics As Puzzles
28:00 Cinerama Anagram Mind
30:54 Murder Game Origins
32:30 Finishing The Hat Link
34:06 Appropriately Obsessive
35:02 Closing Thanks And Tags
Special Links:
â Colm Molloyâ
â Ann Morrisonâ
â Mateo Chavez Lewisâ
David Armstronâs â Broadway Nationâ
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo. And, of course, David Armstrong.
Learn more about your ad choices. Visit megaphone.fm/adchoices
#23-Matching Minds at BroadwayCon with Many Guests
Thursday, February 12, 2026 ⢠Duration 35:32
Come with Matching Minds to BroadwayCon in New York City during a frigid snowstorm! This episode features special guests and Broadway stars Etai Benson, George Lee Andrews, and Marty Morris, sharing their connections with Sondheim's puzzles and games. Etai recounts receiving a custom, personalized jigsaw puzzle from Sondheim for his role in Company. George and Marty take us back 53 years to share memories of the Sondheim/Perkinâs Shubert Theater treasure hunt for the cast of A Little Night Music. The audience participates in live trivia rounds (play along from home) and a reenactment of Sondheim's famous Murder Game. And suffer through our attempt at a podcast theme-song sign-a-longâŚ
Make sure to get the book everywhere books are found, â â or click hereâ â .
00:00 Introduction to Matching Minds with Sondheim
00:05 Experiencing BroadwayCon in New York City
00:28 Diverse Activities at BroadwayCon
01:00 Sondheim's Puzzles and Games
01:28 Special Guests: Broadway Performers
02:41 Sondheim's Multifaceted Career
03:03 Sondheim's Influence and Legacy
04:16 Interactive Trivia and Games
05:41 Exploring Sondheim's Puzzles
09:47 Special Guests: George Lee Andrews and Marty Morris
17:26 A Visit to Steve Sondheim's House
18:05 Round Three: Word Puzzles
19:25 Round Four: Mechanical Puzzles
19:57 Special Guests: Etai Benson
25:46 Round Five: Parlor Games
26:34 The Murder Game
30:44 Conclusion: Matching Minds with Sondheim
Special Links:
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Etai Benson
George Lee Andrews
Marti Morris
BroadwayCon
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
Learn more about your ad choices. Visit megaphone.fm/adchoices
#22-Stephen Sondheim and Cryptic Crosswords
Friday, January 30, 2026 ⢠Duration 01:15:46
Todayâs topic: Stephen Sondheimâs passion for cryptic crosswords. Joined by guests Natan Last, Katie Grogg, Ben Zimmer, and Galen Fott, the conversation explores Sondheim's 1968 stint as the puzzle editor for New York Magazine, his influence on the American cryptic crossword scene, and the connections between his musical works and love for puzzles. Through reflections on prior interviews with Richard Maltby, Jr., Will Shortz, Colm Molloy, and, yes, Sondheim himself, the episode highlights Sondheimâs legacy in both theater and the world of wordplay.
Make sure to get the book everywhere books are found, â â or click hereâ â .
00:00 Introduction to the Podcast and Today's Topic
01:51 Meet the Guests: Crossword Enthusiasts and Experts
05:28 Discussing the New York Times Crossword Puzzle
07:51 Defining Cryptic Crosswords
10:30 Stephen Sondheim's Influence on Cryptic Crosswords
14:57 The British Cryptic Crossword Scene
22:29 Sondheim's Connection with British Crossword Constructors
32:39 Sondheim's Cryptic Crossword Journey Begins
33:33 American vs. British Crosswords: A Cultural Clash
34:41 Sondheim's Essay and Its Impact
35:44 Criticism and Parody in New York Magazine
41:34 Richard Maltby Jr. Takes Over
48:56 Sondheim's Cryptic Crossword Legacy
56:17 Modern Cryptic Crosswords and Sondheim's Influence
01:03:06 Final Thoughts and Reflections
Special Links:
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
âThis Time Itâs Crosswords (Not Cross Words) That Surface From Sondheimâ New York Times, 2011.
Galen Fottâs Blog
Natan Last
Ben Zimmer
Katie Grogg
Minute Cryptic
Thanks to everyone who contributed behind the scenes to this episode: the Musical Stingers composed by Mateo Chavez Lewis, our line producer Dennis Caouki, and the theme song to our podcast with lyrics and music by Colm Molloy and sung by the one only Anne Morrison, currently on the road starring in Kimberly Akimbo.
Learn more about your ad choices. Visit megaphone.fm/adchoices