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Leadership Lessons From The Great Books

Leadership Lessons From The Great Books

Leadership Toolbox Podcast Network 100 Episodes Oct 14, 2026

This podcast explores leadership principles through the lens of classic Western literature, drawing lessons from works like those of Homer, Plato, and Shakespeare. Each episode analyzes a great book to uncover timeless insights for modern leaders, offering an alternative to typical business literature. The show aims to help listeners develop their leadership skills by engaging with profound ideas from the intellectual tradition.

Episodes

The Builder’s Stone: How Jews and Christians Built the West—and Why Only They Can Save It by Melanie Phillips with Richard Messing and Jesan Sorrells
The Builder’s Stone: How Jews and Christians Built the West—and Why Only They Can Save It by Melanie Phillips with Richard Messing and Jesan Sorrells Oct 14, 2026 5499 The Builder’s Stone: How Jews and Christians Built the West—and Why Only They Can Save It by Melanie Phillips with Richard Messing and Jesan Sorrells---Exploring Melanie Phillips’ The Builder’s Stone, Jesan Sorrells and Richard Messing examine the pivotal role of Judeo-Christian values in shaping—and potentially saving—Western civilization. They discuss the cultural and ethical ramificati
The Man That I Would Become: Lessons from a Life of Hard Work, Faith and Purpose by Victor L. Bretting
The Man That I Would Become: Lessons from a Life of Hard Work, Faith and Purpose by Victor L. Bretting Oct 7, 2026 2841 The Man That I Would Become: Lessons from a Life of Hard Work, Faith and Purpose by Victor L. Bretting---Exploring the intersection of legacy, grit, and faith, this episode features a candid conversation with Victor Bretting about his memoir, The Man That I Would Become. The discussion unpacks the vital role of hunting in conservation and ecological stewardship, the necessity of resilienc
Neuromancer by William Gibson with John Hill and Jesan Sorrells
Neuromancer by William Gibson with John Hill and Jesan Sorrells Sep 30, 2026 5393 Neuromancer by William Gibson with John Hill and Jesan Sorrells---Jesan Sorrells and John Hill dive deep into William Gibson’s Neuromancer, unravelling how this seminal work predicted the psychological and societal ramifications of our fully networked times. They discuss the book’s dystopian tech vision, how its themes shaped tech leadership and culture, and why leaders must now confront
Cosmopolis by Don DeLillo with Tom Libby and Jesan Sorrells
Cosmopolis by Don DeLillo with Tom Libby and Jesan Sorrells Sep 16, 2026 6198 Cosmopolis by Don DeLillo with Tom Libby and Jesan Sorrells---Dive into Don DeLillo’s Cosmopolis as Jesan Sorrells and Tom Libby unpack the novel’s critique of leadership in an era of wealth, technology, and cultural upheaval. They discuss the dangers of disconnected leadership, the ongoing crisis of accountability among elites, and the pitfalls of managing strictly by data and dashboards
"Harrison Bergeron" by Kurt Vonnegut with Jesan Sorrells and Libby Unger
"Harrison Bergeron" by Kurt Vonnegut with Jesan Sorrells and Libby Unger Sep 9, 2026 6284 "Harrison Bergeron" by Kurt Vonnegut with Jesan Sorrells and Libby Unger---Diving into Kurt Vonnegut’s Welcome to the Monkey House, Jesan Sorrells and Libby Unger examine the prophetic warnings about conformity, institutional control, and the battle over language and individual agency. The conversation connects the stories “Harrison Bergeron,” “Report on the Barnhouse Effect,” and “Where
A Conversation on How to Lead in a Post-Literate Work World
A Conversation on How to Lead in a Post-Literate Work World Sep 2, 2026 7558 A Conversation on How to Lead in a Post-Literate Work World---The panel examines the meaning and crisis of literacy in a post-literate society and what it means for 21st-century leadership. The discussion highlights how declining long-form reading impacts critical thinking, decision-making, and social cohesion, while exploring the evolving responsibilities of leaders as communicators, tea
The Power of the Powerless by Vaclav Havel [REDUX] w/Harvey Seifter & Jesan Sorrells
The Power of the Powerless by Vaclav Havel [REDUX] w/Harvey Seifter & Jesan Sorrells Aug 26, 2026 6282 The Power of the Powerless by Vaclav Havel [REDUX] w/Harvey Seifter & Jesan Sorrells---Exploring Václav Havel’s influential essay, The Power of the Powerless, Jesan Sorrells and Harvey Seifter unpack what it means for leaders to “live in truth” in the face of societal conformity. They examine the dangers of moral and cultural hollowness, the practical implications of dissidence, and h
Henry V by Shakespeare — Legitimate Authority and the Leader Who Rebuilds (w/Zac Stucki)
Henry V by Shakespeare — Legitimate Authority and the Leader Who Rebuilds (w/Zac Stucki) Aug 21, 2026 9374 The Life of Henry V by William Shakespeare w/Jesan Sorrells and Zac Stucki---Delving into William Shakespeare’s The Life of Henry V, Jesan Sorrells and Zac Stucki analyze the cultural foundation of leadership, the decline of cultural confidence in Western societies, and the complex responsibilities leaders face when making consequential decisions. They connect Shakespeare’s lessons on acc
Coriolanus by Shakespeare — Pride, the Crowd, and the General Who Couldn't Bend (w/John Hill)
Coriolanus by Shakespeare — Pride, the Crowd, and the General Who Couldn't Bend (w/John Hill) Aug 5, 2026 9399 The Tragedy of Coriolanus by William Shakespeare w/John Hill and Jesan Sorrells---Unpacking Shakespeare’s The Tragedy of Coriolanus, this episode draws out timeless leadership insights on integrity, social hierarchies, and the tension between individual values and the demands of the group. The hosts explore how Coriolanus’ unwavering personal code clashes with political and social expecta
Macbeth by Shakespeare — Ambition, Tyranny, and the Ruin of a Leader (w/Katie Mestres)
Macbeth by Shakespeare — Ambition, Tyranny, and the Ruin of a Leader (w/Katie Mestres) Jul 29, 2026 7527 The Tragedy of Macbeth by William Shakespeare w/Katie Mestres & Jesan Sorrells---Exploring William Shakespeare’s Macbeth, this episode examines the enduring power of tragic storytelling in leadership and culture. The conversation focused on why Macbeth continues to resonate with modern audiences, the complexities of Lady Macbeth’s ambition and gender roles, and how marriage dynamics s
The Federalist and Anti-Federalist Papers - What Lies at the Bottom of Our Constitutional Order w/Dorollo Nixon
The Federalist and Anti-Federalist Papers - What Lies at the Bottom of Our Constitutional Order w/Dorollo Nixon Jul 22, 2026 5405 The Federalist and Anti-Federalist Papers - What Lies at the Bottom of Our Constitutional Order w/Dorollo Nixon---Jesan Sorrells and Dorollo Nixon, Jr. examine the foundational debates framing citizenship, rights, and law in the United States through readings from The Federalist Papers and recent (2026) Supreme Court case analysis. They discuss the evolving meanings of “a more perfect uni
The Odyssey by Homer translation by T.E. Shaw (Lawrence of Arabia) w/Jesan Sorrells
The Odyssey by Homer translation by T.E. Shaw (Lawrence of Arabia) w/Jesan Sorrells Jul 17, 2026 4087 The Odyssey by Homer, translation by T.E. Shaw (Lawrence of Arabia) w/Jesan Sorrells---Examining Homer’s epic, The Odyssey, this episode dives into timeless leadership lessons for modern managers and entrepreneurs. The conversation focused on the decline from heroic responsibility to entitlement in Western culture, the enduring value of facing challenges head-on, and the need for leaders

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