The Brian D. O'Leary Show

← The Brian D. O'Leary Show28 Sept · 22 min

Orioles Owner and One of the World’s Most Powerful People — DAVID RUBENSTEIN

Orioles Owner and One of the World’s Most Powerful People — DAVID RUBENSTEIN28 Sept22 min

<p>“You miss 100% of the shots you don’t take.” – Wayne Gretzky, ‘The Great One’</p>

<p>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.</p>

<p><strong><em>The Brian D. O’Leary Show</em></strong> is a relatively small podcast. It’s growing, though we mostly talk about sports on the show these days.</p>

<p><strong>Nevertheless, it happened.</strong></p>

<p>He came on our show. The guy we had zero chance of booking took time out of his day to join us.</p>

<p>On Friday morning, we were fortunate to interview <strong>David M. Rubenstein,</strong> author of the new book, “<a href="https://link.amazon/B00ybGwjv"><strong>INSIDE THE OWNER’S BOX: Conversations on Power and Leadership in Sports</strong></a>” (Simon & Schuster / September 22, 2026).</p>

<p>The conversation centered on sports, however. Not foreign policy or politics.</p>

<p>Rubenstein is indeed the chairman of the CFR, a prestigious think tank that includes politicians, high-ranking government officials, bankers, lawyers, businessmen, professors, and prominent media figures.</p>

<p>To sports fans today, though, he is probably better known as the owner of the Baltimore Orioles, a club in which he bought a controlling interest in 2024.</p>

<p>A Baltimore native, Rubenstein said buying the Orioles was a philanthropic gesture to lift up his hometown. This is precisely the type of sports-related traditionalism we champion here on our platform.</p>

<p>Local owners. Local interest. Local passion.</p>

<p>Real rivalry. Real competition.</p>