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The Optimistic Curmudgeon is an interview podcast where Josh Herring interviews expert guests whose credentials and experience help listeners understand truth in a confusing world. We discuss issues under seven areas: economics, politics, education, philosophy, business, virtue, and leadership! May the best ideas win.
The Optimistic Curmudgeon is an interview podcast where Josh Herring interviews expert guests whose credentials and experience help listeners understand truth in a confusing world. We discuss issues under seven areas: economics, politics, education, philosophy, business, virtue, and leadership! May the best ideas win.
Episodes

Monday Apr 27, 2026
Creating Classroom Culture with Mandi Gerth (10x8)
Monday Apr 27, 2026
Monday Apr 27, 2026
Mandi Gerth draws from her book Thoroughness and Charm: Cultivating the Habits of the Classical Classroom to explain what teaching is, how teachers can draw on the wisdom of Machiavelli to understand their authority and wield it for the good of their students, and what it means to put on the Western tradition as both a mantle and a crown.
Along the way, Mandi shares wisdom from Donald and Louise Cowan, highlights the difficulty of the teaching task, and inspires teachers with a lofty vision of shaping the students' souls to perceive truth, beauty, and goodness.
Mandi is the Administrative Director of Cowan Center at the @universityofdallas , an instructor in @thalescollege 's Certificate in Classical Education Philosophy, and a prolific writer on @substackinc .
You can find her at https://mrsgerthteaches.substack.com/
You can also order Thoroughness and Charm: Cultivating the Habits of the Classical Classroom here: https://circeinstitute.org/product/thoroughness-and-charm/

Wednesday Apr 15, 2026
Stranger Things Series Finale, with Brad Birzer (10x7)
Wednesday Apr 15, 2026
Wednesday Apr 15, 2026
Dr. Brad Birzer of Hillsdale College analyzes the Stranger Things series finale. Birzer argues that Stranger Things is a mythology of the 1980s, and he thinks the finale episode wraps up the series well. The younger generations of kids, the older generation heading to college, small town life, the Upside Down, hatred of the military, music of the 1980s - we discuss it all! This is definitely a spoiler-ridden episode, so if you haven't watched the finale, do that first. We also get into the controversy around Will Byers 6-minute coming out scene. By the end of the conversation, both Birzer and Herring argue this is a show about friendship and coming-of-age in a certain era of American life mostly lost to the present.
Brad Birzer's Wall Street Journal article about Stranger Things (free on Substack): https://substack.com/@bradleyjbirzer/p-187969433
Josh Herring's book Sons of Adam, Daughters of Eve: C.S. Lewis's Images of Gender - https://davenantinstitute.org/sons-of-adam-daughters-of-eve

Monday Mar 23, 2026
Annie Crawford and Ashley Lande: Psychedelics and the Incarnation (10/6)
Monday Mar 23, 2026
Monday Mar 23, 2026
Annie Crawford and Ashley Lande join Josh Herring for a discussion of psychedelics, their stories, and what people actually long for when they turn to ecstatic experiences. The conversation begins with definitions - what is a psychedelic? What all counts? - and turns to embodiment, a symbolic reading of reality, and the way both guests found their desires met in Christ Jesus. It's a great conversation.
Ashley Lande's book, The Thing that would Make Everything OK Forever: Transcendance, Psychdelics, and Jesus Christ - https://www.amazon.com/Thing-That-Would-Everything-Forever/dp/1683597605
Annie Crawford's autobiographical article in Salvo Mag, "A Trip to the Edge: From Psychedelic Wanderlust to Obedience ot Christ" - https://salvomag.com/article/salvo72/a-trip-to-the-edge
And just in case you're interested in a book that has nothing to do with this conversation, Josh Herring's new book Sons of Adam, Daughters of Eve: C.S. Lewis's Images of Gender is now available from @Davenant Press! https://davenantinstitute.org/sons-of-adam-daughters-of-eve

Tuesday Mar 03, 2026
The Ciceronian Society - with Josh Bowman (10x5)
Tuesday Mar 03, 2026
Tuesday Mar 03, 2026
Josh Bowman, Executive Director of the Ciceronian Society, explains the nature of the Ciceronian Society, and reflects on why the church needs Christian academics. He also reflects on why Christian academics need the church and a network of friends within which they conduct their scholarship. The conversation moves from Cicero to modernity, with a lot of points in between. The 2026 Ciceronian Society meeting is March 12-14, at Creighton University in Omaha, Nebraska - come join us! The Ciceronian Society is the "place where we take ideas seriously, and our selves not at all." We try to model that attitude in this episode - much laughter and joy in this conversation.
https://ciceroniansociety.org/conference/2026-conference-registration/
Josh Bowman's essay: "Intellectual Discipleship" - https://circeinstitute.org/blog/intellectual-discipleship/
Ciceronian Society podcast, The Sower - https://open.spotify.com/show/4AD2nBjpEscmBR86xemnPH?si=67d305d54f9f4fc9&nd=1&dlsi=28c8fa474f2543d8

Tuesday Feb 17, 2026
Only a Conservative Military Wins: Chase Spears (10x4)
Tuesday Feb 17, 2026
Tuesday Feb 17, 2026
Chase Spears, host of Finding Your Spine, joins Josh to discuss his essay "Only a Conservative Military can Defend America." They discuss Secretary of War Pete Hegseth, the role of the military, what it would take to have a conservative military, and where they both find hope for a brighter future. Woke is not yet done in the US military, because "personnel is policy." We also discuss Harvard, and why the US military is ending its War College fellowship with Harvard.
Finding Your Spine - https://www.youtube.com/playlist?list=PLWhObhyW9BweItep_VZ-TmWcM4P_IW5WN
Only a Conservative Military can Defend America." - https://www.realcleardefense.com/2026/02/05/only_a_conservative_military_is_capable_of_defending_the_united_states_1163008.html

Tuesday Feb 10, 2026
Culture: Procreative or Decreative (10x3)
Tuesday Feb 10, 2026
Tuesday Feb 10, 2026
Graham Dennis is a Dean of Academics for Veritas Academy and an elder in the CREC; he also holds a PhD in philosophy. In this wide ranging conversation, he introduces a particular way of reading culture through the lens of "procreative" and "decreative." From there, the conversation turns to C.S. Lewis, Perelandra, That Hideous Strength, gender, transgender, Phillip Rieff, Life among the Deathworks, Narnia, literary theory, Augustine's ordo amoris, and a host of other topics. Enjoy!

Tuesday Feb 03, 2026
Death, Sex, and Birth: Nathan Gwinn on Biology Education (10x2)
Tuesday Feb 03, 2026
Tuesday Feb 03, 2026
Nathan Gwinn of Freedom of Education tells his story as a teacher, a principal, and an author of the Franklin Standards, a new approach to reinvigorating science education.
The way we teach science matters. In avoiding biological truth, all kinds of social problems emerge. One primary way to counteract bad ideas is to rediscover the wonder and beauty that lie at the root of good scientific exploration. With discussion of birth, death, and sex, this is a conversation to enjoy.
Freedom in Education - https://freedomined.org/
Larissa Phillip's essay "Dreaming about Going Back to the Land? I did it" in @thefreepress - https://www.thefp.com/p/larissa-phillips-going-back-to-farm-from-brooklyn
The Franklin Standards: Model K-12 State Science Standards - https://www.nas.org/storage/app/media/Reports/Franklin%20Standards/Franklin_Standards_9.25.pdf

Tuesday Jan 20, 2026
Tuesday Jan 20, 2026
Frank Clement of America's Christian Credit Union joins Josh for a discussion of classical education, Christian banking, and the role that financial institutions can play helping new organizations begin. Check out their work here: https://americaschristiancu.com/

Tuesday Dec 09, 2025
Logic, Classical Education, and Memoria Press - with Martin Cothran (9x10)
Tuesday Dec 09, 2025
Tuesday Dec 09, 2025
Martin Cothran, co-founder of @memoriapress , discusses his entry into classical education, the challenges facing classical education today, and the reason he and Cheryl Lowe founded Memoria Press. Cothran is the author of two logic books, many, many articles, and teaches for @MemoriaCollege . We also discuss Kentucky politics, and reflect on the future of the classical education renewal movement. The liberal arts are essential to forming the next generation, and classical education is the best way for students to learn the timeless truths that form human potential into actuality.
Memoria Press: https://www.memoriapress.com/
Memoria College: https://memoriacollege.org/
Martin Cothran Amazon Author Page: https://www.amazon.com/stores/Martin-Cothran/author/B00J249LUA

Monday Nov 17, 2025
The Faerie Queene: A Conversation with Junius Johnson (9x9)
Monday Nov 17, 2025
Monday Nov 17, 2025
Junius Johnson discusses Edmund Spenser's great poem, The Faerie Queene. With a great focus on allegory, symbolism, pageantry, and characters, this conversation is a great place to start if you want to get into Spenser. And if you've made the journey to Faerie, this conversation will be a great refresher on the best poem in 16th century England! Redcrosse Knight, Una, Duessa, Archimago, Britomart, Venus, Cupid, Athegall, Arthur, the Garden of Adonis, the Cantos of Mutabilities, and more! When is the right age to read The Faerie Queene? How should one approach it? We discuss these questions, and a lot more.
Definitely check out Junius Johnson Academics - https://academics.juniusjohnson.com/
Here is Josh's preferred edition of The Faerie Queene - https://www.amazon.com/Spenser-Faerie-Queene-2nd-Edmund/dp/1405832819/
