Bill sits down with The Skinny Confidential hosts Michael and Lauryn Bosstick to explore an eclectic mix of topics—from relationships and personal growth to the quirks of modern dating and the challenges of aging with style. The discussion tackles everything from the dynamics of intimacy in long-term relationships, the importance of mental stimulation in attraction, and the weird ways modern men and women navigate love, Bill’s rules on when to eat, generational divides in dating— how millennials and Gen Z struggle with communication due to technology, and dating apps, “keeping the like alive” in relationships, emotional honesty, and why absence can be more important than presence. On the heavier side, they discuss the fallout from the pandemic, personal autonomy in healthcare decisions, skepticism, and how political ideology affects friendships today.