This episode explores the challenges men face in modern relationships and society, featuring marriage and family therapist Terry Real, who discusses his relational approach to therapy and his focus on helping men navigate societal expectations of masculinity. Real recounts his personal experiences with his father, which shaped his understanding of the damage caused by traditional patriarchal models. Against the backdrop of his 42 years of experience, Real critiques the therapeutic community for often colluding with patriarchy by not challenging male grandiosity. More significantly, he addresses the current cultural flashpoint where traditional masculinity is being reasserted, particularly within online communities like the manosphere, which he views as harmful. He advocates for men to embrace relationality, vulnerability, and emotional connection, explicitly reconfiguring masculinity to foster healthier relationships and family dynamics. The discussion concludes with Real's advice for men to prioritize relational joy over short-term gratification, emphasizing the importance of legacy and emotional well-being for future generations.