The “vanguard of Vanguard,” Gerry O’Reilly, stops by to chat with Ronan and JR to discuss the Vanguard Total Stock Market Index Fund ($1.6 trillion in AUM), his 30 years at the firm, and how the industry has evolved during his tenure. The three also touch on the proposed updates to Reg NMS by the SEC, AI, and cryptocurrency in a broad-ranging hot topics segment. Not to bury the lede, but Gerry also makes Boxes and Lines history as our first guest who is a former Olympian and talks about his experience representing Ireland in the men’s 1500 meters at the 1988 Summer Olympics. All this – plus Ronan making it through an entire episode without swearing – on Boxes and Lines. Recorded March 6, 2024.