

Matching Minds with Sondheim: The Podcast
Barry Joseph & Broadway Podcast Network
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 Sondheim’s lifelong passion for treasure hunts, cryptic crosswords, parlor games, and more. Join Barry and his guests—puzzle-makers, game designers, and Sondheim aficionados—as 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 you’re 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.
Episodes
Mentioned books

Mar 24, 2026 • 37min
#26-Researching Sondheim--A Repod of Matching Minds on the Dr. Broadway Podcast
A conversation about Matching Minds from the Dr. Broadway podcast with Dr. Tracey Brent-Chessum and Dr. Kristin Stultz Pressley, focusing on researching Sondheim’s lifelong puzzle-and-game design—from cryptic crosswords and treasure hunts to Atari sessions with John Weidman, escape rooms, puzzle boxes, and antique board-game collecting—and on Joseph’s 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, or click here.
00:00 Podcast Welcome
03:01 Introducing Dr Broadway
06:14 Barry’s 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.
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Mar 10, 2026 • 59min
#25-Writing Sondheim: A Conversation with Art Isn't Easy's Daniel Okrent
Dan Okrent visits Matching Minds for his FIRST interview (woot! an exclusive) about his highly anticipated biography “Sondheim: Art Isn’t Easy” (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 Secrest’s work, why James Lapine described it as “The best that has been written about Steve,” the value of Secrest’s Yale interview tapes, and new Library of Congress material clarifying Sondheim’s account of his mother’s letter (“guilt” vs “regret”). Okrent connects Sondheim’s alcoholism, inhibition, revenge themes (notably in “Sweeney Todd”), 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 Isn’t Easy AND Matching Minds with Sondheim.
Make sure to get the book everywhere books are found, or click here.
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 Armstron’s 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

Feb 25, 2026 • 40min
#24-Matching Minds on Broadway Nation
In this excerpt from David Armstrong’s 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.
Make sure to get the book everywhere books are found, or click here.
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:
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
David Armstron’s 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. And, of course, David Armstrong.
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Feb 12, 2026 • 36min
#23-Matching Minds at BroadwayCon with Many Guests
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/Perkin’s 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-long…
Make sure to get the book everywhere books are found, or click here.
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

Jan 30, 2026 • 1h 16min
#22-Stephen Sondheim and Cryptic Crosswords
Today’s topic: Stephen Sondheim’s 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 Sondheim’s legacy in both theater and the world of wordplay.
Make sure to get the book everywhere books are found, or click here.
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
“This Time It’s Crosswords (Not Cross Words) That Surface From Sondheim” New York Times, 2011.
Galen Fott’s 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

Jan 13, 2026 • 38min
#21-10 Playful Songs of Sondheim
Name ten tracks by Sondheim that highlight his love of games and puzzles. That was the challenge posed to me by Donald Feltham, who invited me back to his streaming Broadway Radio Show. We discussed songs like “10 Years Old,” an unproduced gem from the 1960s, “When?” from the TV musical Evening Primrose, “Poems” from Pacific Overtures, and “No More” from “Into the Woods.” We explore Sondheim's attempts to incorporate puzzle elements in his work, including an educational CD-ROM for Into the Woods, and highlights his personal life through the backdrop of his love for parlor games. The closing track, “Finishing the Hat” from Sunday in the Park with George, underscores the intersection of Sondheim's musical genius and his passion for intricate puzzles. Come join our rollcking conversation.
Make sure to get the book everywhere books are found, or click here.
00:00 Introduction and New Year Greetings
00:33 Special Episode Announcement
02:30 Opening with Donald Feltham
03:24 Exploring Sondheim's Unproduced Song
06:36 Evening Primrose: A Hidden Gem
09:24 Pacific Overtures: Cultural Exchange
11:42 Book Promotion and Feedback
15:35 Into the Woods: Musical Puzzles
20:22 Road Show: Life as a Game
22:15 Putting It Together: Parody and Games
28:07 Finishing the Hat: The Creative Process
30:54 Conclusion and Future Plans
Special Links:
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Sondheim's 2002 Into the Wood opening night jigsaw puzzle
Hear all the Sondheim songs at The Broadway Radio Show
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

Dec 23, 2025 • 56min
#20-Do we really need another book on Sondheim? Barry at the Drama Book Shop
Do we really need another book on Sondheim? That’s the driving question behind Barry’s recent appearance at the venerable Drama Book Shop in New York City. For the 20th episode of the Matching Minds with Sondheim podcast, explore the book-ey-ness of Matching Minds. Michael Mitnick interviews Barry in front of a live audience where together they discuss the creative challenges and the biographical insights gained during its writing.
Make sure to get the book everywhere books are found, or click here.
00:00 Introduction and Podcast Milestones
04:36 Drama Book Show Commentary
05:04 Sondheim's Love for Puzzles
08:19 Barry Joseph's Presentation
12:43 Audience Q&A and Research Insights
26:15 The Last of Sheila: A Real-Life Inspired Murder Mystery
26:42 Sondheim's Custom Puzzle for Games Magazine
28:38 Sondheim's Influence in Glass Onion
30:16 Sondheim's Treasure Hunts and Puzzle Designs
31:36 Sondheim's Cryptic Crosswords Legacy
33:14 The Emotional Impact of Sondheim's Work
36:35 Recreating Sondheim's Games for Research
38:23 Sondheim's Board Games and Auctions
41:03 Sondheim's Influence on Musical Theater
45:47 Final Reflections and Audience Questions
Special Links:
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Sondheim's 2002 Into the Wood opening night jigsaw puzzle
The Bookworm Sculpture at the Drama Book Shop
Matching Minds: The Exhibit
The Drama Book Show Podcast
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. Of course, I'd also like to thank the staff of the Drama Book Shop.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Dec 16, 2025 • 59min
#19-How Sondheim Gamified NYC - a talk at MCNY
Join the audience at the Museum of the City of New York as Joseph guides them on a tour of How Stephen Sondheim Gamified New York City. The talk explores the unique ways Sondheim incorporated the city into his games and puzzles. Through various anecdotes and historical references, Joseph highlights Sondheim's creative process, from his early board games to intricate treasure hunts and escape rooms. The presentation is enriched with clips from Sondheim's musicals, showcasing how his playful lens extended beyond the stage and into the real-world geography and culture of New York City. The episode emphasizes Sondheim's dual passion for theater and games, inviting the audience to experience New York City anew as an interactive playground.
Make sure to get the book everywhere books are found, or click here.
00:00 Introduction and Presentation Setup
02:26 Welcome to the Museum of the City of New York
03:15 Barry Joseph's Introduction
04:14 Sondheim's New York City Musicals
09:11 Sondheim's Treasure Hunts
12:29 Sondheim's Board Game for Hal Prince
15:32 A Little Night Music Treasure Hunt
17:26 Sondheim's Escape Room Experience
23:24 Sondheim's Cryptic Puzzles
27:57 Jurassic Treasure Hunt at the Museum of Natural History
29:11 Stephen Sondheim's Treasure Hunt Adventure
29:40 Exploring Iconic New York Locations
30:17 Challenges and Decisions in the Library
31:01 Natural History Museum: The Perfect Venue
31:27 Designing the Dinosaur Hall Puzzle
34:29 The Star-Studded Event
35:39 The Murder Game: A Meta-Puzzle
38:05 Sondheim's Puzzle Legacy
41:36 Q&A: Uncovering Sondheim's Hidden Treasures
Special Links:
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Museum of the City of New York
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 Ann Morrison, currently on the road starring in Kimberly Akimbo. Of course, I'd also like to thank Nick Martinez and the whole crew at MCNY.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Dec 9, 2025 • 54min
#18 - About the Author - Barry on The Broadway Radio Show
From an interview with Donald Feltham on his Broadway Radio Show, join Barry on his journey writing a book on Stephen Sondheim's love for puzzles and games, spurred by birthday gifts from his wife. Barry shares how interviewing over 120 people, many of whom were Sondheim's friends and game enthusiasts, helped paint a comprehensive picture of this multifaceted Broadway legend. The episode concludes with a plug for Barry's book and podcast, encouraging listeners to explore these resources for a deeper understanding of Sondheim's playful genius.
Make sure to get the book everywhere books are found, or click here.
00:00 Introduction to the Episode
01:34 Donald Feltham's Broadway Radio Show
02:29 Discussing the Book: Matching Minds with Sondheim
03:06 Barry Joseph's Background and Inspiration
03:21 The Influence of Stephen Sondheim
04:43 The Genesis of the Book
05:13 Exploring Sondheim's Life and Work
10:48 The Ludological Lens
11:21 Structure of the Book
16:43 Sondheim's Playful Side
18:11 Research and Interviews
23:16 Sondheim's Treasure Hunts
26:51 Engaging Everyone at the Party
27:04 The 2013 Treasure Hunt
29:02 Recreating the Treasure Hunt Over Zoom
31:37 The Famous Murder Game
38:36 The Last of Sheila: From Game to Movie
43:57 Sondheim's Challenging Jigsaw Puzzles
48:32 Conclusion and Podcast Invitation
Special Links:
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
The Broadway Radio Show with Donald Feltham
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. Of course, I'd also like to thank Donald Feltham both for interviewing me and letting me rebroadcast our interview.
Learn more about your ad choices. Visit megaphone.fm/adchoices

Dec 2, 2025 • 41min
#17-Steve is Love: Merrily We Play Along
Steve is Love: Merrily We Play Along
Celebrate the upcoming cinematic release of Broadway’s Merrily We Roll Along with this special episode, including an interview with Maria Friedman, the show’s innovative director. Maria shares insights into Sondheim's work, his love for puzzles and games, and how her production managed to solve the notoriously challenging musical. The episode also includes reflections on the autobiographical nature of Sondheim's writing, the role of games like Hostilities in his life and work, and excerpts from the upcoming proshot film release of Merrily We Roll Along.
Make sure to get the book everywhere books are found, or click here.
00:00 Cold Open
00:14 Barry's post-theme opening
05:24 Trailer for Proshot of Merrily
07:03 Barry Interstitial
08:25 Maria Friedman interview: Part 1
15:21 Barry Interstitial
18:56 Excerpt from Podcast 1 analyzing Merrily
25:47 Barry Interstitial
26:04 Maria Friedman interview: Part 2
36:09 Barry's final interstitial
Special Links:
Colm Molloy
Ann Morrison
Mateo Chavez Lewis
Merrily We Roll Along (movie)
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. Of course, I'd also like to thank Maria Friedman and the full PR team that made her accessible for my interview.
Learn more about your ad choices. Visit megaphone.fm/adchoices


