Join Amy Sedaris, the comedic actress and author, alongside her brother David Sedaris, the renowned humorist, as they navigate the complex waters of grief. They share heartfelt stories about losing their mother, father, and sister, along with Amy's pet rabbit, Tina. Their conversation beautifully blends humor with sorrow, revealing the emotional connections we have with family and pets. Through laughter and poignant memories, they reflect on the enduring impact of loss and the importance of empathy for those around us.

Anderson offers a heartfelt update and encourages listener engagement through voicemails. The conversation delves into navigating grief during the holiday season, touching on the emotional struggles that many face. Personal reflections create a warm atmosphere, inviting contributions from the audience. This episode fosters a sense of community and support, reminding everyone that they are not alone in their experiences.

Tyler Perry, a renowned American actor and filmmaker, opens up about the profound impact of losing his mother, Willie Maxine Perry. He candidly discusses how he initially buried his grief in work and is now confronting past traumas. Topics include the transformative power of therapy, his journey through childhood pain, and embracing vulnerability through creativity. Perry emphasizes the importance of acknowledging grief as a means to foster deeper connections and joy, highlighting its complex waves throughout the healing process.

In a heartfelt conversation, Alex Van Halen, co-founder of the iconic rock band, shares personal memories of his brother Eddie. He discusses their childhood passion for music, the profound grief of losing him, and the creative bond they shared. Alex unveils unreleased tracks they were working on, highlighting the unbreakable connection that music fosters even in loss. The dialogue navigates the complexities of grief, creativity, and the enduring legacy of one of rock's greatest legends.

Ashley Judd, an actress, author, and mental health activist, opens up about her deep journey through grief following her mother Naomi's tragic passing. She reflects on the trauma she faced and how her mother's spirit continues to influence her life. The conversation delves into the isolation often felt during grief, the duality of joy and sorrow, and the importance of honoring memories. Ashley shares cherished anecdotes of motherhood, emphasizing the vital connections we maintain with our loved ones even after loss.

Andrew Sullivan, a British-American writer and podcaster renowned for his political insights and "The Weekly Dish" newsletter, joins the conversation to explore the depths of grief. He shares personal stories from his youth, reflecting on the toll of the AIDS crisis and his complex relationship with his mentally ill mother. Sullivan discusses navigating the emotions of loss, the coexistence of relief and guilt, and the importance of community support. His candid reflections offer profound insights into love, suffering, and the journey of healing.

Will Reeve, an ABC News correspondent and son of Superman's actor Christopher Reeve, shares his heartfelt journey through grief. At just 12, he lost his father, followed by his mother, Dana. He discusses the profound impact of these losses, the love from his parents, and how community support has been vital. Will reflects on navigating his emotions with a therapist, emphasizing the importance of confronting grief rather than suppressing it. His poignant insights reveal the bittersweet nature of love intertwined with loss and the path toward healing.

Irene Weiss, a 93-year-old Holocaust survivor, shares her profound journey of survival and resilience after being deported to Auschwitz at just 13. She reflects on the deep grief of losing her family, emphasizing how storytelling helps cope with unimaginable loss. Irene discusses the emotional scars of her experiences and the challenge of reconciling personal pain with the larger narrative of human suffering. Her insights highlight the importance of community and perspective in healing, as well as a warning against societal divisions.

Francis Weller, a psychotherapist and author known for his work on grief, joins Anderson for a heartfelt discussion. They dive into the lifelong journey of grief, highlighting how it shapes our identities and emotional landscapes. Francis emphasizes the importance of community and therapy in navigating sorrow. The conversation unveils how childhood coping mechanisms can hinder healing. They explore the relationship between grief and personal growth, advocating for honoring sadness as a pathway to emotional intimacy and connection.

Whoopi Goldberg, an acclaimed actress and comedian, shares heartfelt insights on grief and loss, reflecting on her mother and brother's lives. She illuminates the power of memory and resilience, emphasizing how cherished moments can transform sorrow into joy. Goldberg discusses her complex relationship with her family and the profound impact of her upbringing on her career. The conversation also highlights the importance of community support in navigating grief, unveiling resources for those struggling with their own losses.