The Brian D. O'Leary Show
by Brian O'Leary
The Brian D. O'Leary Show is where serious analysis meets uncompromising truth. Host Brian D. O'Leary delivers the unvarnished truth and unrelenting insight that other commentators won't touch—covering politics, economics, sports, culture, and faith from a perspective you won't find anywhere else. What You'll Get Hard-hitting interviews with journalists, authors, and thought leaders who aren't afraid to tell the truth In-depth analysis that cuts through media spin and cultural noise Exclusive content unavailable on mainstream platforms This isn't another generic podcast. It's essential listening for serious readers who demand substance over soundbites. Each episode connects directly to The O'Leary Review's mission: delivering the analysis other pundits won't give you. Ready for insights reserved for serious listeners only?</st
Episodes
-
LARS ANDERSON on “BRADY: An American Story and the Price of Greatness.”
Plus: Family Sacrifice, and Bill Belichick’s Early Faith in the Young Quarterback. *** Most outlets tell you what to feel. UNRELENTING – The O’Leary Review tells you what’s REALLY happening. Subscribe today and join readers who prefer facts over vibes. Subscribe now **** On Tuesday morning, I...
-
Orioles Owner and One of the World’s Most Powerful People — DAVID RUBENSTEIN
“You miss 100% of the shots you don’t take.” – Wayne Gretzky, ‘The Great One’ A fellow like me rarely gets to interview the chairman of the Council on Foreign Relations (CFR) on his show, let alone get the opportunity in the first place. The statistics say that it is a near-zero probability. The...
-
Venture Mode: Escaping the Administration Trap with Hunter Hastings
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...
-
Cheaters, Mobsters, and the Six Bullets That Birthed Baseball’s All-Star Game
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...
-
How AI and Other Technologies are Reshaping the Sports Industry with David Nugent
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...
-
The Hidden History of Soccer: Fair catches and touchdowns with author Nick Greene
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...
-
TO CATCH A FISH with author Mark Kurlansky
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...
-
The Lost Years of Larry Bird with Keith O'Brien
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...
-
Monte Burke on MEN OF TROY: Pete Carroll’s USC, Reggie Bush, and the End of Amateurism
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...
-
Behind the Curtain of the L.A. Lakers: The Buss Legacy & LeBron's Final Act with author Yaron Weitzman
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...
-
The Men Who Made the NFL Unstoppable – Interview with author KEN BELSON
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…
more -
Baseball in the ROARING TWENTIES - Interview with author Thomas Wolf
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...
-
The Heart of Performance: Jim Murphy on Inner Excellence
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…
more -
Reading People – Human Typology with Scott Fischbuch
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...
-
They hate you for believing in real things. Who's team are you on?
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:...
-
They're now calling it discourse ... not disinformation
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...
-
Surround yourself with better people
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...
-
Biden v. Trump - where do we stand right now?
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.")...
-
Henry Bingaman - Freedom Through Freelancing
Links: HenryBing.co/freetools HenryBing.co/liberty FreeMe123.com BrianDOLeary.com/tsol (Tom Woods School of Life) https://briandoleary.com/ep98
-
Save Standard Time — Ditch Daylight Saving. Keep Standard.
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
-
Jason Purcell on the Petrodollar System (part 3)
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…...
-
Remembering Buddy Holly and Friends
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...
-
Building wealth with ₿itcoin w/ Wesley Schlemmer (Bitcoin Bay)
The Brian D. O’Leary Show January 27, 2024 Wesley Schlemmer – Bitcoin Bay Ep. 94 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...
-
Jason Purcell — The Petrodollar System (Part 2) - The Brian D. O'Leary Show Ep 93
The Brian D. O’Leary Show December 5, 2023 Jason Purcell – The petrodollar system (Part 2) Ep. 93 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...
-
Matthew Sercely - Agorist Tax Advisor
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,...
-
The Petrodollar System (Part 1) w/ Jason Purcell
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…
more -
Deep Thoughts - The Brian D. O'Leary Show - Ep 90
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…
more -
On culture ... through the lens of Boston sports — The Brian D. O'Leary Show - Ep 89
The Brian D. O’Leary Show September 15, 2023 Show notes available: https://open.substack.com/pub/briandoleary/p/on-culture-through-the-lens-of-boston?r=3c44f&utm_campaign=post&utm_medium=web The O’Leary Letter https://briandoleary.com/letter/ Brian O’Leary on Twitter/𝕏...
-
On Coach Prime, the NFL, MLB, and college football - The Brian D. O'Leary Show - Ep 88
The Brian D. O’Leary Show September 12, 2023 Show notes available: https://open.substack.com/pub/briandoleary/p/on-coach-prime-the-nfl-mlb-and-college?r=3c44f&utm_campaign=post&utm_medium=web The O’Leary Letter https://briandoleary.com/letter/ Brian O’Leary on Twitter/𝕏...
-
Things I've been marinating on: College football and inflation - The Brian D. O'Leary Show - Ep 87
The Brian D. O’Leary Show August 17, 2023 Show notes available: https://open.substack.com/pub/briandoleary/p/things-ive-been-marinating-on-for?utm_campaign=post&utm_medium=web The O’Leary Letter https://briandoleary.com/letter/ The Brion McClanahan Show https://www.brionmcclanahan.com/ A must...
-
Once more (with feeling) — on the great Kristofferson - The Brian D. O'Leary Show - Ep 86
The Brian D. O’Leary Show June 30, 2023 Show notes available: https://briandoleary.substack.com/p/once-more-with-feeling-on-the-great?sd=pf In yesterday's email, we wrote about the great Kris Kristofferson. If you didn’t get the email and want to read it, reply to this email and we will send it…
more -
The Brian D. O'Leary Show - Control the 'controllables' - Ep 85
The Brian D. O’Leary Show June 23, 2023 Show notes available: https://briandoleary.substack.com/p/control-the-controllables?sd=pf Daily 3 1. Don’t take criticism from someone you wouldn’t take advice from. 2. The hardest battle you will fight is living in a world where—every single day—someone is...
-
The Brian D. O'Leary Show - Some philosophy. A little windbaggery - Ep 84
The Brian D. O’Leary Show June 21, 2023 Show notes available: https://briandoleary.substack.com/p/some-philosophy-a-little-windbaggery?sd=pf Daily 3 1. Discipline: If you’re offering excuses for your behavior, don’t accept the offer. 2. Boundaries: Define your own. Don’t let others define your…
more -
The Brian D. O'Leary Show - A fresh take on American politics. The candidacy of Dr. Taylor Marshall - Ep 83
The Brian D. O’Leary Show June 15, 2023 Show notes available: https://open.substack.com/pub/briandoleary/p/a-fresh-take-on-american-politics?r=3c44f&utm_campaign=post&utm_medium=web Best-selling author, podcaster, and YouTuber Taylor Marshall was on the Crisis Point podcast with host Eric Sammons…
more -
The Brian D. O'Leary Show - Eliminate the drama. Daily action — whatever it takes - Ep 82
The Brian D. O’Leary Show June 14, 2023 Show notes available: https://briandoleary.substack.com/p/eliminate-the-drama-daily-action?sd=pf The Daily 3 – 6/14/2023 1. How you see your life is more important than how it looks to outsiders 2. “Culture” is happening regardless. Eliminate the drama.…
more -
The Brian D. O'Leary Show - Don't do what everybody else does. You've got this! - Ep 81
The Brian D. O’Leary Show June 9, 2023 Show notes available: https://briandoleary.substack.com/p/dont-do-what-everybody-else-does?sd=pf The Daily 3 – 6/9/2023 1. You don’t have to follow trends. In other words, “don’t do what everybody else is doing.” 2. Stop rushing the process. 3. You’ve got...
-
The Brian D. O'Leary Show - Giving away value versus being valuable - Ep 80
The Brian D. O’Leary Show June 1, 2023 Show notes available: https://briandoleary.substack.com/p/giving-away-value-versus-being-valuable?sd=pf Brian D. O’Leary dot com Have a plan. Be Aggressive. Exhibit Character. Natural Order Podcast We are past our initial launch sequence. Please head over to...
-
The Brian D. O'Leary Show - On Virtue, the "role-player," and internet marketing - Ep 79
The Brian D. O’Leary Show May 31, 2023 Show notes available: https://briandoleary.substack.com/p/on-virtue-the-role-player-and-internet?sd=pf The only true source of politeness is consideration—that vigilant moral sense which never loses sight of the rights, the claims, and the sensibilities of...
-
The Brian D. O'Leary Show - In the game of life, I want you on my team - Ep 78
The Brian D. O’Leary Show May 26, 2023 Show Notes available: https://briandoleary.substack.com/p/in-the-game-of-life-i-want-you-on?sd=pf The Daily 3 (5/26/23) · Service to others should be a personal calling. · Self-Discipline: living in harmony with your goals and values. · Consider strategy in...
-
The Brian D. O'Leary Show - We deserve apologies. We're never going to get them. Stop waiting - Ep 77
The Brian D. O’Leary Show May 24, 2023 Show Notes available: https://briandoleary.substack.com/p/we-deserve-apologies-were-never-going?sd=pf Freedom? Today we talked about some bigger concepts. What rights do we have …. Really? What is freedom? Do people “deserve” it? Does freedom come at a cost?...
-
The Brian D. O'Leary Show - Bitcoin maximalists, preparation meets opportunity, possibilities ... and failure - Ep 76
The Brian D. O’Leary Show May 19, 2023 Show notes available: https://briandoleary.substack.com/p/bitcoin-maximalists-preparation-meets?sd=pf Fountain.FM Listen and support us at the same time over at Fountain.FM O’Leary’s Bitcoin Page https://briandoleary.com/bitcoin/ “Taking the Orange Pill” The...
-
The Brian D. O'Leary Show - Open mind? No way. Shut it on something solid. - Ep 75
The Brian D. O’Leary Show May 17, 2023 Show notes available: https://briandoleary.substack.com/p/open-mind-no-way-shut-it-on-something?sd=pf Brian D. O’Leary dot com Have a plan. Be Aggressive. Exhibit Character. Natural Order Podcast We are excited about the launch of our new show. The support…
more -
The Brian D. O'Leary Show - Opportunity presents itself when YOU are prepared - Ep 74
The Brian D. O’Leary Show May 16, 2023 Show Notes: https://briandoleary.substack.com/p/opportunity-presents-itself-when?sd=pf Brian D. O’Leary dot com Have a plan. Be Aggressive. Exhibit Character. Liquid I.V. Ready to shop better hydration, use my special link https://zen.ai/thebriandolearyshow…
more -
The Brian D. O'Leary Show - Talking right wing politics (gasp!) and hydration - Ep 73
The Brian D. O’Leary Show May 11, 2023 Show Notes available: https://briandoleary.substack.com/p/talking-right-wing-politics-gasp?sd=pf Brian D. O’Leary dot com Have a plan. Be Aggressive. Exhibit Character. Monetizing the Loony-Birds Natural Order Podcast We are excited about the launch of our…
more -
The Brian D. O'Leary Show - Walking, chewing gum, and podcasting all at the same time... - Ep 72
The Brian D. O’Leary Show May 3, 2023 Show notes available: https://briandoleary.substack.com/p/walking-chewing-gum-and-podcasting?sd=pf List of the stuff we talked about in today’s show… Brian D. O’Leary dot com Have a plan. Be Aggressive. Exhibit Character. Natural Order Podcast We are excited...
-
The O'Leary Review - Episode 21 - Laura Davidson
The O’Leary Review Podcast Guest: Laura Davidson Show Notes available: https://briandoleary.substack.com/p/the-logic-of-freedom-understanding?sd=pf Laura Davidson – Bio Laura Davidson is an accomplished author, researcher, and multi-disciplinary thinker who has established herself as an…
more -
The Brian D. O'Leary Show - See it, then say something about it...our show in a nutshell - Ep 71
The Brian D. O’Leary Show April 28, 2023 Show notes available: https://briandoleary.substack.com/p/see-it-then-say-something-about-itour?sd=pf List of the stuff we talked about in today’s show… Brian D. O’Leary dot com Have a plan. Be Aggressive. Exhibit Character. https://briandoleary.com/…
more -
The Brian D. O'Leary Show - Sports...can't live with 'em. Pass the beer nuts. - Ep 70
The Brian D. O’Leary Show April 26, 2023 Show Notes available: https://briandoleary.substack.com/p/sportscant-live-with-em-pass-the?sd=pf With apologies to Stormin’ Norman Peterson and to the title of the podcast of which I was a guest and replay here, there are some love-[hate is too strong of a...
-
The Brian D. O'Leary Show - Jets get a new QB. Cable news loses some stars ... - Ep 69
The Brian D. O’Leary Show April 24, 2023 Show notes available: https://briandoleary.substack.com/p/jets-get-a-new-qb-cable-news-loses?sd=pf Natural Order Podcast We make mention of our long-anticipated new podcast, the Natural Order Podcast. We’ve been hard at work putting on the finishing…
more -
The Brian D. O'Leary Show - Launch of the new 'Natural Order Podcast' - Ep 68
We’ve officially launched the new show as of this episode here. But The Brian D. O'Leary Show is not going anywhere… This episode centers on libertarian political philosophy. It’s a good one, even if you’re not interested. Show notes for this podcast can be found at: Natural Order Podcast - Ep 1…
more
About this show
The Brian D. O'Leary Show is where serious analysis meets uncompromising truth.
Host Brian D. O'Leary delivers the unvarnished truth and unrelenting insight that other commentators won't touch—covering politics, economics, sports, culture, and faith from a perspective you won't find anywhere else.
What You'll Get
Hard-hitting interviews with journalists, authors, and thought leaders who aren't afraid to tell the truth
In-depth analysis that cuts through media spin and cultural noise
Exclusive content unavailable on mainstream platforms
This isn't another generic podcast. It's essential listening for serious readers who demand substance over soundbites. Each episode connects directly to The O'Leary Review's mission: delivering the analysis other pundits won't give you.
Ready for insights reserved for serious listeners only?</st
Hosted by
Brian O'Leary
Categories