For this week’s podcast, I’m joined by men’s style influencer O.W. Root for a deep dive into the dramatic decline of men's dress over the past 30 years. From the universal suit-wearing era of the 1990s to today's pajama pants in public, we talk about how tech culture, Silicon Valley, and the shift to digital life contributed to the rise of "slob culture." Root shares why classic menswear is fun, dignified, and accessible—even on a budget via eBay thrifts—and offers practical advice for any man wanting to dress better without looking out of place.
You can follow Root on X/Twitter or subscribe to his Substack.
