In this conversation, Duncan and Greg Miller discuss the evolution of men's fashion, particularly for those approaching retirement. They explore how travel influences clothing choices, the impact of the dot com era on professional attire, and the importance of dressing well versus expensively. Greg shares insights on wardrobe essentials for retirees, including the significance of denim, accessories, and the need for quality clothing. The discussion emphasizes the importance of personal style and comfort in fashion choices as one transitions into retirement.