The Brian D. O'Leary Show

In our most recent episode of The Brian D. O’Leary Show , we get to the core of how we build and scale businesses. I sat down with my friend Hunter Hastings, a prolific author, economist, venture capitalist, and passionate entrepreneur. We dissected his new book, Venture Mode: Escape the Administration Trap by Finding and Unleashing Entrepreneurial Leaders (co-authored with Mark Packard, published...

THE FIRST ALL-STAR GAME with author Randall Sullivan What happens when a botched assassination attempt on a president, the “Outfit,” the Great Depression, and the Legend of Babe Ruth collide in Chicago? Author Randall Sullivan reveals how the first so-called “Game of the Century” helped pull America out of its darkest era. Discover the untold history of baseball’s first All-Star Game and the legen...

Episode Summary On this episode of The Brian D. O’Leary Show , Brian sits down with David Nugent, co-founder and CEO of Next League, a technology advisory and solutions provider exclusively servicing the sports industry. Dave's latest book is THE BUSINESS OF SPORTS TECHNOLOGY: How to Make Smart Decisions That Drive Your Organization Forward (Sports Business Journal Publishing, April 14, 2026) They...

Soccer is the world’s most popular sport, yet its origins are shrouded in chaos, and its modern “analytics” are often flawed. ⚽ HOW TO WATCH SOCCER LIKE A GENIUS (Abrams Press, May 12, 2026) by Nick Greene https://amzn.to/4eVb8ve ⚽ Author Nick Greene joins The Brian D. O’Leary Show to dismantle everything you thought you knew about “the beautiful game”. Using insights from architects, stuntwomen...

Mark Kurlansky on The Dying Art of Catching Real Fish Guest: Mark Kurlansky We had the great fortune to sit down with Mark Kurlansky, the man who wrote the definitive book on Cod , to discuss his latest release: TO CATCH A FISH (Storey Publishing, March 31, 2026). The Hollywood elite want you to believe fly fishing is a ballet of endless shadow casting. We tear that myth apart. We discuss the real...

Guest: Keith O'Brien, author of HEARTLAND: A Forgotten Place, an Impossible Dream, and The Miracle of Larry Bird by Keith O'Brien (Atria Books, March 3, 2026) https://amzn.to/47ghvEE Podcast Release Date: March 7, 2026 Episode Length: 42 minutes *** EPISODE DESCRIPTION: Larry Bird is one of basketball's all-time greats, but there's a chapter of his story that's rarely told. Between 1974 and 1979,...

Brian O’Leary interviews author Monte Burke about his book MEN OF TROY: The Epic Afternoons, Wild Nights, and Enduring Legacy of Pete Carroll’s USC Trojans (Grand Central Publishing, published January 13, 2026). Burke traces his own path into college football and writing, contrasts the atmosphere of college football with the NFL, and explains why coaches like Carroll and Nick Saban make compelling...

In the latest episode of The Brian D. O’Leary show, we sat down with Yaron Weitzman in a wide-ranging interview that dove into the modern Lakers dynasty, the lasting imprint of the Buss family, and the evolving career of LeBron James. *** Featured Guest Yaron Weitzman : Author, NBA journalist, and insider on all things basketball, discussing his new Lakers book and the deeper drama surrounding LeB...

Ken Belson on How Jerry Jones, Robert Kraft, and Roger Goodell Built the NFL's $10 Billion Empire EPISODE OVERVIEW In this compelling deep-dive conversation, Brian D. O'Leary sits down with Ken Belson , New York Times sportswriter and author of the Amazon #1 Bestseller Every Day Is Sunday: How Jerry Jones, Robert Kraft, and Roger Goodell Turned the NFL into a Cultural and Economic Juggernaut (Gran...

BASEBALL IN THE ROARING TWENTIES : The Yankees, the Cardinals, and the Captivating 1926 Season by Thomas Wolf (University of Nebraska Press, September 1, 2025) Quick recap The discussion between Brian and Tom Wolf centered on Wolf's new book about the 1926 baseball season, which explored notable players like Babe Ruth and the competitive dynamics between teams that year. The conversation delved in...

In the latest episode of the Brian D. O'Leary Show, Jim Murphy, the author of the bestselling book INNER EXCELLENCE: Train Your Mind for Extraordinary Performance in the Best Possible Life, discusses the widespread impact and philosophy behind his work. Highlighting how NFL star AJ Brown benefited from Inner Excellence's teachings during critical games, Murphy elaborates on the book's core system...

After a long delay in production … Brian hosts Scott Fischbuch, a Jungian Typology expert, for an in-depth conversation on personality types and his methods. Scott explains his approach to personality typing, which involves analyzing preferences in conversation, turns of phrase, and behavioral mannerisms. Brian shares his journey into podcasting and reflects on how his personality type has evolved...

Website re-launch: https://briandoleary.com Los Gatos Review (quarterly magazine): https://losgatosreview.com The O'Leary Letter: http://OLearyLetter.com O'Leary's Laws O'Leary's First Law: Nice is not a virtue. O'Leary's Second Law: You can't cast yourself out of a tangle. O'Leary's Third Law: While apologies are often necessary or appropriate, never should you have to explain yourself, particula...

Column at Substack: https://briandoleary.substack.com/p/theyre-now-calling-it-discourse For our regular emails: https://briandoleary.com/letter Find us on 𝕏-Twitter : https://x.com/BrianDOLeary This column on 𝕏-Twitter : https://x.com/BrianDOLeary/status/1814045579301019731 Text of article follows: They're now calling it 'discourse' What happened to disinformation? By now, you've probably seen a h...

BrianDOLeary.com Straight to the email list + our FREE Time Management checklist : BrianDOLeary.com/letter O'Leary's First Law: Nice is not a virtue. O'Leary's Inner Sphere : http://OLearyInnerSphere.com The Vintage Mencken (gathered by Alistair Cooke) “As an Amazon Associate, I earn from qualifying purchases.” Since we tend to “Serious Content Amidst an Unserious Culture,” we don’t believe in lin...

The first and perhaps only presidential debate happened on June 27. Adam Haman and Brian O'Leary have the definitive smackdown of the whole thing. The fellows awarded a winner and offered some commentary. Hilarity ensues (though not necessarily intentional - it's a factor of who was "debating.") Adam Haman - https://hamannature.substack.com/ Brian O'Leary - https://briandoleary.com/ O'Leary's FREE...

Links: HenryBing.co/freetools HenryBing.co/liberty FreeMe123.com BrianDOLeary.com/tsol (Tom Woods School of Life) https://briandoleary.com/ep98

https://briandoleary.com/ep97 Links: https://briandoleary.com/time/ O'Leary and Company https://olearyandcompany.com/ Brian O'Leary on 𝕏-Twitter https://twitter.com/BrianDOLeary Save Standard Time on 𝕏-Twitter https://twitter.com/SaveStandard

Links: Tucker talks to Vlad about the role of the U.S. dollar as the world’s reserve currency. They must have been listening to Purcell and O’Leary … https://x.com/TCNetwork/status/1755748344465342565?s=20 O’Leary side project (Natural Order Podcast) breaks down the entire Tucker-Vlad interview… https://naturalorderpodcast.com/ep18/ Possible definitions of “petrodollar” 1. Revenues from petroleum...

https://briandoleary.com/ep95 Links: Winter Dance Party Tour Schedule, 1959 Buddy Holly The Big Bopper Ritchie Valens Waylon Jennings Dion DiMucci Don McLean, 76, steps out with his model girlfriend Paris Dylan, 28, ahead of his performance at Manchester Bridgewater Hall Why the Beatles owe their success to the Comanche Indians

The Brian D. O’Leary Show January 27, 2024 Wesley Schlemmer – Bitcoin Bay Ep. 9 4 Wesley Schlemmer is a leading bitcoin (₿) evangelist and educator in the Tampa Bay region. One of the goals of his 501c3 organization — Bitcoin Bay — is to create a circular economy with bitcoin at the center of it all. We had Wesley on the show a few months back to talk about “taking the orange pill.” Wesley is a bo...

The Brian D. O’Leary Show December 5 , 2023 Jason Purcell – The petrodollar system (Part 2) Ep. 9 3 Check us out on Substack: https://open.substack.com/pub/briandoleary/p/jason-purcell-the-petrodollar-system?r=3c44f&utm_campaign=post&utm_medium=web We welcome financial analyst Jason Purcell on the program for the second part in a series on the history of money and banking. We’re talking about the...

The Brian D. O’Leary Show December 4 , 2023 Matthew Sercely – Agorist Tax Advisor Ep. 92 Matthew Sercely has been a licensed attorney since 2009, and in 2020 he founded his own company to provide tax advice and planning for small businesses. He is dedicated to helping entrepreneurs, solopreneurs, and side-hustlers by setting up their businesses to legally avoid as much tax as possible. While he ex...

The Brian D. O’Leary Show November 29, 2023 We welcome financial analyst Jason Purcell on the program for the first part of what we hope to be a series on the history of money and banking. Jason is working on a book on the topic which includes a chapter about his theory of the “Petrodollar System.” In this first part of our series, Jason gives us a background on the history leading up to the idea...

The Brian D. O’Leary Show October 12, 2023 Try as I may, I still can’t shake not being a sports narrowcaster . The topic still comes up. At some point, I have to accept that it is part of who I am. An interesting thing came up today when I was listening to a podcast that my friend and Natural Order Podcast co-host Adam Haman was on. They mentioned a “Deep Thought” from Jack Handey. That got my whe...