Today, John and Shaun get real about singlehood, morning moods, and what it means to wake up feeling alone. From retirement fund fears and post-fire perspective shifts to questioning whether AI can truly touch hearts, they explore how life—and money—quietly reshapes us. Also on the table: LA as the land of opportunity and the timeless wisdom of Winnie the Pooh.

They dive into why we’re drawn to emotionally unavailable partners, the love we grew up with, and what it means to truly be seen. Shaun opens up about feeling like the one who always reaches out, while John reflects on letting go of career attachments. It’s intimate, a little raw, and full of moments that stay with you long after the episode ends.

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