The A-Rod Problem, Sox-Yanks, Confused Democrats and 16 Years of Trump With JackO. Plus: Fanatics owner Michael Rubin | The Bill Simmons Podcast

HBO and The Ringer's Bill Simmons is joined by JackO to discuss the MLB trade deadline, Yankees–Red Sox, A-Rod's announcing, the 2020 election, and more (4:04). Then Bill sits down with owner of Fanatics and 76ers part-owner Michael Rubin t…