Infinite Loops Michael Perry — Improbable Mentors and the Art of Midwestern Storytelling (EP. 289)
Michael Perry, a beloved Midwestern writer and volunteer firefighter, shares his incredible journey from farm kid to storyteller. He discusses the balance between blue-collar roots and literary aspirations, emphasizing the value of humility and practical wisdom. Perry recounts unforgettable tales, including his experience declining Oprah and selling books at firefighter conventions. He highlights the importance of kindness, adaptability in creativity, and the unique storytelling lessons learned from everyday encounters. Don't miss his humorous farm wisdom on avoiding sneezing cows!
01:52:55
Permissionless Action Enables Success
- Michael Perry credits luck, hard work, and mentors rather than innate brilliance for his writing career success.
- He adopted permissionless action: reaching out and speaking despite being shy to create opportunities.
The $1,000 Essay That Changed His Habits
- Michael sold a $1,000 essay early in his career and was guided by an NFL friend to invest it instead of spending impulsively.
- That small financial step became formative in his approach to money and career pragmatism.
Blue-Collar Roots Shape Voice
- Perry feels he is a 'writer with a small W' coming from a blue-collar background where practical skills are prized.
- That background both humbles him and fuels his grounded storytelling voice.
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Intro
00:00 • 2min
How a Shy Farm Kid Became a Writer
01:57 • 2min
Early Financial Advice and Practical Mentors
03:57 • 3min
Mark Twain's Influence and American Cultural Status
06:36 • 4min
Blue-Collar Roots and the Small-W Writer Identity
10:12 • 3min
Montaigne, Barn Boots, and Midwestern Storytelling
13:21 • 5min
Family Background and the Value of Reading
18:32 • 8min
Midwestern Ethic: Charity, Humility, and Practicality
26:40 • 4min
How Local Voices Taught Story Shape
30:38 • 6min
Permissionless Action and Hollywood Encounters
36:37 • 8min
Cachet vs. Cash: Publishing Tradeoffs
44:10 • 3min
Selling Books Where Your Readers Are
47:06 • 4min
Adapting Promotion When the System Won't
51:16 • 47sec
Embracing AI and Pragmatism in Creativity
52:03 • 2min
Self-Publishing Darker Work Successfully
54:01 • 4min
From Proofreader to Professional Writer
58:06 • 4min
The Value of Not Quitting and Reverse Imposter Syndrome
01:02:21 • 3min
Oprah Opportunity: When to Say No
01:05:30 • 8min
EMS, Fire, and the Perspective of First Responders
01:13:21 • 16min
Improbable Mentors: Learning from Neighbors
01:29:38 • 4min
Nursing Skills Applied to Writing
01:33:50 • 1min
Ask Unasked Questions to Get Better Stories
01:35:06 • 4min
What Writing Is Really About
01:39:03 • 5min
Adaptability Over Brittleness
01:44:14 • 4min
Final Takeaways: Kindness and Farm Wisdom
01:48:33 • 3min
Outro
01:51:21 • 1min
#32177
Truck
A Love Story
Michael Perry
In 'Truck: A Love Story,' Michael Perry recounts a year in his life as he struggles to fix his old pickup truck, grow his own food, and navigate his love life.
The book is filled with quirky anecdotes, colorful characters, and Perry's signature blend of humor and warmth.
Along the way, he sets his hair on fire, is attacked by wild turkeys, and proposes marriage to a woman in New Orleans.
The memoir is a tender testament to love, family, and the joys and challenges of small-town life.
#43337
Population 485
meeting your neighbors one siren at a time
Michael Perry
After a twelve-year absence, Michael Perry returns to his hometown of New Auburn, Wisconsin, population 485, and joins the volunteer fire and rescue department.
Through his experiences responding to emergencies, Perry introduces readers to the quirky, resilient, and sometimes tragic lives of his neighbors.
The book is a heartfelt, humorous, and sometimes heartbreaking meditation on community, belonging, and the meaning of home in small-town America.
#59970
Forty Acres Deep
R. T. Vrieze
Michael Perry
Forty Acres Deep is a brief, emotionally intense novella set in rural Wisconsin, following Harold, a semi-retired farmer who wakes one winter morning to find his wife dead beside him.
As he grapples with his grief, regrets, and the erosion of his way of life, Harold confronts his own failings and the harsh realities of modern rural existence.
The story is both an intimate character study and a meditation on loss, survival, and the quiet dignity of small-scale farming, rendered with Perry’s signature sensory detail and unflinching honesty.
The book contains mature themes, including references to suicide and the death of a child, as well as blunt language.
#34863
Serpico
Peter Maas
Peter Maas's "Serpico" is a non-fiction account of Frank Serpico's experiences as an NYPD officer who fought against widespread corruption within the department.
The book details Serpico's struggles, the risks he took, and the consequences he faced for his whistleblowing.
It provides a detailed look into the systemic issues of bribery and misconduct within the NYPD during the 1960s and 70s.
The narrative highlights Serpico's unwavering commitment to justice and his fight against a deeply entrenched system.
Maas's work is considered a seminal text on police corruption and its impact on society.
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Improbable Mentors & Happy Tangents
How Firefighters and Poets, Truckers and Nurses, Soldiers and Singers, and Other Improbable Individuals Can Show Us the Way
Michael Perry
In "Improbable Mentors & Happy Tangents," Michael Perry offers a humorous and practical guide to creativity, business, and life by sharing lessons learned from unexpected mentors such as firefighters, poets, truckers, nurses, soldiers, and singers.
The book is brief, punchy, and packed with real-world insights on leadership, resilience, and personal growth, making it a masterclass in identifying and embracing unlikely sources of inspiration for long-term success.
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Million Billion
Michael Perry
Million Billion is a fresh collection of Michael Perry's "Roughneck Grace" columns originally published between 2016 and 2018.
The essays navigate between the transcendent, the quotidian, and the goofy, covering topics such as snow days, spitwads, bad sandwiches, dad socks, hairballs, and hope.
Perry writes with warmth and humor about ordinary life events, family moments, and small-town experiences, reinforcing his reputation as a writer with a big heart from a small place.
#53322
Montaigne in Barn Boots
Michael Perry
In 'Montaigne in Barn Boots: An Amateur Ambles Through Philosophy', Michael Perry recounts how a kidney stone led him to discover the essays of Michel de Montaigne, the 16th-century French philosopher and inventor of the essay form.
Perry draws parallels between his own life on a Wisconsin farm and Montaigne's life in a French castle, using Montaigne's candid and exploratory style to examine topics such as health, marriage, faith, race, and citizenship.
The book blends humor, humility, and philosophical inquiry, offering a down-to-earth reflection on how to live a good life by embracing imperfection and self-examination.
#31242
Visiting Tom
Michael Perry
Visiting Tom is a reflective and heartfelt book by Michael Perry that chronicles his visits with his 82-year-old neighbor, Tom Hartwig, a lifelong farmer and craftsman with a passion for firing homemade cannons.
The narrative weaves together Tom's life stories, the impact of a highway built through his farm, and Perry's own reflections on family, fatherhood, and community.
The book captures the spirit of small-town America and explores themes of resilience, history, and the complexities of balancing work and family life.
It is celebrated for its warmth, humor, and the tender portrayal of enduring relationships.
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It vividly depicts the horrors of trench warfare, the disillusionment with patriotic ideals, and the psychological toll of war on the soldiers.
The book follows Paul's experiences from the brutal training to the front lines, where he witnesses the death of his friends and grapples with the meaninglessness of war.
The novel is a powerful anti-war statement, highlighting the futility and devastating consequences of war on individuals and society.
#19
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The Bible is a comprehensive collection of texts that form the central religious text of Christianity and Judaism.
It is divided into the Old Testament, which includes books such as Genesis, Exodus, Leviticus, and others that narrate the creation of the world, the history of the Israelites, and the prophetic messages.
The New Testament focuses on the life, teachings, death, and resurrection of Jesus Christ, along with the early Christian church and its spread.
The Bible contains a wide range of genres, including historical narratives, poetry, wisdom literature, prophetic writings, and epistles.
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Raymond Hull
Laurence J. Peter
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The book argues that competent employees are promoted based on their success in previous roles until they reach a position where they are no longer competent.
This concept is illustrated through various examples and satirical observations on organizational behavior.
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#778
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Candide
François-Marie Arouet
Voltaire
Candide, written by Voltaire, is a satirical novel that critiques metaphysical optimism, particularly the philosophy of Gottfried Wilhelm Leibniz.
The story revolves around Candide, a naive and optimistic young man who is expelled from his home after an illicit affair with the baron's daughter, Cunégonde.
Candide and his companions, including his tutor Pangloss, experience a series of horrific events such as wars, earthquakes, slavery, and other atrocities.
Despite these hardships, Pangloss persists in his belief that 'all is for the best in this best of all possible worlds.
' The novel ultimately concludes with Candide and his friends settling on a farm in Turkey, where they find happiness by focusing on practical, everyday tasks rather than philosophical speculations.
Voltaire uses satire to lampoon various aspects of 18th-century society, including science, philosophy, religion, and government.
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The Classic Guide to the Best-Performing Investment Strategies of All Time
James P. O'Shaughnessy
In 'What Works on Wall Street', James P. O'Shaughnessy provides an in-depth analysis of over 90 years of stock market data to identify the most effective investment strategies.
The book examines various factors such as price-to-earnings ratios, price-to-sales, price-to-book value, dividend yields, and more.
It challenges conventional wisdom and offers multifactor strategies that have historically generated the best returns.
The book is designed to help investors of all levels, from conservative to aggressive, in selecting the best strategies for their investment objectives.
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Christine Benz
Christine Benz's "How to Retire" provides a comprehensive guide to retirement planning, moving beyond simplistic rules of thumb.
The book delves into dynamic spending strategies, emphasizing the need to adapt to changing life circumstances and expenses.
It addresses the psychological challenges of transitioning from saving to spending, offering practical advice on managing finances and maintaining a fulfilling life in retirement.
Benz also explores the importance of purpose and relationships in retirement, highlighting the need for a holistic approach that considers non-financial factors.
The book is a valuable resource for anyone approaching retirement, offering insights and strategies for a successful and enjoyable transition.
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Gone with the Wind
Margaret Mitchell
Published in 1936, 'Gone with the Wind' is a Pulitzer Prize-winning novel that explores the complexities of human passions during the American Civil War and Reconstruction.
The story revolves around Scarlett O’Hara, the spoiled and manipulative daughter of a wealthy plantation owner in Georgia, as she navigates through heartbreak, ambition, and survival.
The novel vividly depicts the dramatic changes and social upheaval of the time, featuring a cast of unforgettable characters including Rhett Butler, Melanie Hamilton, and Ashley Wilkes.
It is a sweeping narrative filled with intricate character relationships, emotional depth, and a striking commentary on resilience in the face of adversity.
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Patrick O'Shaughnessy
Patrick O'Shaughnessy's "Invest Like the Best" is a compilation of interviews with some of the world's most successful investors.
The book explores a wide range of investment philosophies and strategies, offering insights into the decision-making processes of these experts.
O'Shaughnessy delves into various topics, including value investing, growth investing, and behavioral finance.
The book provides a diverse perspective on the investment world, highlighting the importance of adaptability and continuous learning.
It's a valuable resource for investors seeking to expand their knowledge and refine their investment approach.
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Laozi
The Tao Te Ching is a central text in Taoist philosophy and religion.
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It critiques unnatural actions and social activism based on abstract moralism, advocating for a life of 'nonaction' (wu wei) and spontaneity.
The text has been highly influential in Chinese philosophy and has been translated numerous times, making it one of the most translated texts in world literature.
What happens when a shy farm kid from rural Wisconsin who never dreamed of being a writer becomes one of America's most beloved storytellers? Michael Perry joins Infinite Loops to share his remarkable journey from cleaning calf pens to pitching scripts at Universal Studios, all while maintaining his day job as a volunteer firefighter and EMT in his hometown.
This conversation is a masterclass in authentic storytelling, practical wisdom, and the power of staying true to your roots while navigating an industry that often values credentials over character. Perry shares unforgettable stories about turning down Oprah (yes, really), why he sells hundreds of books to "people who don't read" at firefighter conventions, and how his nursing background taught him the most important skill for any writer: human assessment. We explore his philosophy of "kindness is not weakness," the difference between cash and cachet, and why sometimes the best career move is knowing when not to move at all.
Whether you're a writer, entrepreneur, or simply someone who believes in the power of authentic storytelling, this episode will remind you that sometimes the best way forward is to embrace your own improbable path and never stand behind a sneezing cow.
I hope you enjoy the conversation as much as I did. For the full transcript, episode takeaways, and bucketloads of other goodies designed to make you go, "Hmm, that's interesting!", check out our Substack.
Important Links:
- Michael Perry's website
- Substack - Michael Perry's Voice Mail
- Michael's X / Twitter
- Michael Perry's Mailing List
Show Notes:
- Connections with Mark Twain
- The NFL Friend & First Investment
- Mark Twain's European Fame & American Diplomacy
- Blue Collar vs. Capital 'A' Art
- Flying Under the Radar
- Midwestern Wisdom & Family Stories
- Charity, Humility, & Fundamentalist Upbringing
- The Positive Side of Imposter Syndrome
- Happy Tangents vs. Detailed Blueprints
- Publishing Industry Frustrations
- EMT Requires Pulse & Driver's License
- The Oprah Story
- First Mover Disadvantage
- Brothers, Guns, & Material Sources
- Mortality & Perspective
- The Gimlet-Eyed Drive
- Visiting Tom
- The Reality of Writing Today
- Pragmatism & Adaptation
- Voltaire & Historical Perspective
- Mike as Emperor of the World
Books Mentioned:
- A Tale of Two Cities; Charles Dickens
- Mark Twain; Ron Chernow
- Improbable Mentors and Happy Tangents; Michael Perry
- Population: 485; Michael Perry
- Visiting Tom; Michael Perry
- Truck: A Love Story; Michael Perry
- Million Billion; Michael Perry
- 40 Acres Deep; Michael Perry
- Montaigne in Barn Boots; Michael Perry
- The Peter Principle; Laurence J. Peter
- What Works on Wall Street; Jim O'Shaughnessy
- Invest Like the Best; Jim O'Shaughnessy
- How to Retire Rich; Jim O'Shaughnessy
- Greatness Cannot Be Planned; Ken Stanley
- The Bible
- All Quiet on the Western Front; Erich Maria Remarque
- Tao Te Ching; Laozi
- Gone With the Wind; Margaret Mitchell
- Serpico; Peter Maas
- Candide; Voltaire