This episode explores John Montgomery's journey from transportation to finance, highlighting the founding of Bridgeway Capital and its unique philanthropic mission. Montgomery recounts his early career in urban development and the analytical skills he gained, which later influenced his approach to investing. Against the backdrop of his academic pursuits at MIT and Harvard Business School, he describes a pivotal moment that led him to quantitative investing. More significantly, the discussion covers Bridgeway's commitment to donating half of its profits to charitable organizations, particularly the Bridgeway Foundation, which focuses on ending genocide and preventing war atrocities. As the conversation pivots to Bridgeway's investment strategies, Montgomery details their approach to value, quality, and sentiment factors, emphasizing the firm's smaller size as a competitive advantage in global opportunities. The episode concludes with Montgomery's advice to aspiring investors, stressing the importance of recognizing strategic opportunities amidst industry changes and the long-term perspective required for successful investing.