# Theo Epstein

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Brian Rolapp’s transformative revenue vision for the PGA Tour, the NFL and all of sports media

This is a free preview of a paid episode. To hear more, visit www.andrewmarchand.com CEO Brian Rolapp has transformed the PGA Tour over his first year in charge. He tells us how all sports leagues should be diversifying their revenue to be less reliant on media rights. Plus, why there will be “hav…

Reacting to Jed Hoyer's press conference and grading the Cubs 2026 season

The 2026 Cubs season ended in disappointment in a Wild Card sweep at the hands of the Padres in San Diego. President of baseball operations Jed Hoyer met with the media Friday afternoon, providing an honest assessment of the season and explaining how the Cubs "let one slip away." Andy Martínez an…

Why Jed Hoyer's Chicago Cubs Were Built to Lose in October | Wild Card Series Recap | Manny Randhawa

MLB.com reporter Manny Randhawa visits the Jack Vita Show to recap the Wild Card Series, and preview the American League and National League Division Series! The Chicago Cubs have won one playoff series since 2017. The club hasn't placed above the Milwaukee Brewers in a full, 162-game season sin…

How Jeff Passan Built Trust Across Major League Baseball: Sideline Stories

Jeff Passan has become one of the most trusted insiders in baseball — but that trust wasn’t built overnight.Tricia Whitaker and Sydney Parrish sit down with Jeff to talk about how he developed relationships with players, managers and executives, how he handles reporting uncomfortable stories, and w…

252: Tom Peters - In Search Of Excellence

The Learning Leader Show With Ryan Hawk Episode #252: Tom Peters - In Search Of Excellence Tom Peters is co-author of In Search of Excellence—the book that changed the way the world does business, and often tagged as the best business book ever. Sixteen books and almost thirty years later, he's sti…

Best NBA Late-Season Story Lines, Plus Theo Epstein’s First Appearance

The Ringer’s Bill Simmons runs through the biggest subplots to watch heading into the NBA playoffs (2:45) before talking to three-time World Series champion baseball executive Theo Epstein about bringing the Boston Red Sox their first World Series win since 1918, bringing the Chicago Cubs their fir…

Full Show - Bills Win Great Game, Plus, Peter King Spins Yarns

We break down the Bills’ overtime win over the Rams, Boomer taking the Chiefs' defense over Buffalo, the debate on the Bills' GM, John Harbaugh raving about Jameis Winston, and small-payroll clubs like the Guardians and Brewers rolling in the postseason. From there, we tackle Adam Schefter’s Marvin…

Hour 3 - Worst FAN Voice, Plus, Harbaugh Explains His Moves

A caller suggests Theo Epstein replace Brian Cashman as Yankees GM despite his Red Sox ties, followed by another caller discussing the voices of Shaun Morash, Nick Kostos, and Tommy Lugauer. C-Lo delivers the sounds of the Rams’ costly blocked overtime field goal, John Harbaugh explaining why he pa…

2016 World Series: Sarah Spain Relives the Night the Cubs Finally Won It All

One throw. One catch. A baseball in Anthony Rizzo’s back pocket. And 108 years of waiting, finally over. My friend Sarah Spain joins REAL DEAL to relive the Cubs’ 2016 World Series win, ten years after she was there for every game. We go back to the Rajai Davis home run that made the worst seem po…

⚾ Greatest World Series EVER? Cubs vs. Indians 2016 — 10 Years Later! | Ep. 76

Send us Fan Mail A Game 7 can feel like a movie, but 2016 Cubs vs Indians feels like a whole genre. We sit down with lifelong Cleveland fan Dan Tanton and rewatch the World Series that carried 178 combined years of championship drought into one night of pure nerves, weird baseball chaos, and unforg…