Epsilon Theory Podcast

Jack Boudreau joins Matt Zeigler to discuss his unconventional path from childhood speech challenges and high school side hustles to JPMorgan investment banking, entrepreneurship, social media, and founding Habits. They explore family values, networking, career burnout, building a startup in public, TikTok growth, venture capital, company pivots, and why so many people feel behind in modern life.

Brent Donnelly joins Matt Zeigler on Epsilon Theory Unplugged to explore creative burnout, formulaic writing, content overload, and the struggle to preserve an authentic voice. They discuss how deadlines, audience expectations, Substack, social media, and AI-era writing patterns can turn a labor of love into an obligation and make every experience feel like potential content.

Ben Hunt and Matt Zeigler explore why authentic writing still matters in the age of AI and what separates lived human experience from machine-generated analysis. They discuss how reading creates connection, why great writers become part of the worlds they describe, and what Epsilon Theory Unplugged will examine next.

In this Story Time episode of The Intentional Investor, Matt Zeigler revisits Roger Mitchell's lessons on sports leadership, career ambition, power and personal values. Through stories involving FIFA, Scottish football, Italy and his family's fish and chip shop, the episode explores how people become indispensable, how narratives shape institutions and why choosing the right ladder matters as much as climbing it.

Matt Zeigler joins Notes on Notes to discuss his Epsilon Theory Unplugged essay Nobody Wants To Earn Their Shit and what it says about AI, creativity, writing, music and earned opinions. This conversation explores why AI can be a powerful creative tool, why lazy content feels so empty, and how real craft comes from practice, reading, curiosity and doing the work.

Ritavan joins The Intentional Investor for a powerful story about family history, identity, idealism, and how the lives we inherit shape the people we become. In this Story Time episode, Matt Zeigler revisits one of the most unforgettable Intentional Investor conversations, tracing Ritavan’s family story from social reform in India to a village doctor on horseback, deep friendship, tragedy, resilience, and the meaning of chosen family.

Dave Nadig joins Notes on Notes to discuss his Epsilon Theory Unplugged essay Paying Attention: A Case for Contemplative Autonomy and why thinking for yourself matters even more in the age of AI. This conversation explores writing, research, introspection, AI assistants, and the importance of sitting with your own thoughts before outsourcing your opinions.

Craig Wilson joins Matt Zeigler on The Intentional Investor for a conversation about anxiety, ambition, identity, faith, work, and what happens when a life built on performance finally breaks. Craig traces his path from a Tennessee farm to Harvard Business School, banking, family office leadership, the redevelopment of San Antonio’s Pearl Brewery, four months without sleep, and the transformation that taught him the difference between doing and being.

In this episode of Notes on Notes, Matt Zeigler talks with Adam Butler about the writing process behind The Neurometaphysics of Ruin and how big ideas move from frustration to research to narrative. They discuss AI-assisted writing, Claude as a research partner, Ian McGilchrist’s left brain right brain framework, world-building, reductionism, legibility, and why modern society may have lost sight of what all its measurement is supposed to serve.

Rusty Guinn joins Matt Zeigler to discuss The Almanac and the Ambulance, AI, writing, creativity, and the productivity problem with large language models. They explore how writers can use AI as a thinking partner without losing the human judgment, metaphor, and meaning that make good writing work.