In this powerful and deeply honest episode, Will welcomes Josh O’Bear to the show for a conversation that unpacks the real, often unspoken experiences of men in relationships—and the societal misconceptions that follow them.

Josh opens up about his upbringing on a farm in Delaware, growing up with strong family values and a father whose career in law enforcement shaped much of his worldview. At just 17, Josh’s life took a dramatic turn after a severe back injury left him in unmanaged pain for months. With no medical guidance and caught in the height of the pill epidemic, he slipped into opioid addiction, relying on pills from friends just to function.

Despite multiple attempts at recovery—including a stay at Teen Challenge—Josh continued to struggle until age 19, when a pain management specialist finally diag ...