Heads and Tails is a candid, heartfelt and often humorous podcast hosted by longtime couple Jay and Kate White.. ...a psychologist and an OB/GYN who’ve been married for 26 years. Named for their dual perspectives on the mind and body, this show dives into the real challenges of midlife with warmth, wisdom, and occasional glass of wine. From navigating midlife dating or keeping the spark alive in long-term relationships, to launching kids, caring for aging parents, maintaining friendships, and even changing careers — Heads and Tails covers it all. With Jay’s insight into the psychological and Kate’s expertise in the physical, each episode offers practical, relatable advice in a tone that feels more like a conversation in your living room than a lecture. Real talk. Real laughs. Real life. Because midlife isn’t a crisis—it’s a recalibration.