Rudine Howard, a courageous woman who battled anorexia nervosa, shares her harrowing journey of struggle and survival. She opens up about her fear of food and the impact of treatments, like hypnotherapy, on her self-esteem. Insightful contributions from psychiatrists highlight the psychological roots of eating disorders, the cycle of denial, and the importance of breaking the silence surrounding these issues. Rudine's story serves as a poignant reminder of the emotional turmoil surrounding body image and the desperate need for understanding and support.

From February 5, 2001: Oprah talks with author and lifestyle makeover expert, Cheryl Richardson about her New York Times Bestselling book, Life Makeovers. Cheryl explains why boundary-setting is the number one way to improve your life. She gives three components to boundary setting, tips for staying calm in confrontation and explains the importance of the phrase, “I need you to hear me.” Cheryl also discusses internal boundaries, how to recognize where boundaries are needed and why it’s important to not ‘over-explain’ yourself. 

From October 19, 2001: Oprah talks to Mattie Stepanek, an 11-year-old boy who, despite having muscular dystrophy, has written two New York Times best-selling inspirational books of poetry, Heartsongs and Journey Through Heartsongs. He aims to help create world peace. Mattie shares his poetry, describes what he calls “Heartsongs,” and details how he sees miracles every day. Oprah then talks with singer, author and motivational speaker Tom Sullivan about how it feels to be blind. Mattie, who later became one of Oprah’s most memorable guests passed away in 2004 at the age of 13. 

From May 4, 2011: Oprah celebrates the 50-year anniversary of the 1961 Freedom Riders movement with 178 surviving Freedom Riders in the audience. The American heroes share their reasons for risking their lives to defy the segregation laws of the Deep South. Congressman John Lewis is reunited with Elwin Wilson, one of the men who beat him at a bus station in Rock Hill, South Carolina. They open up about the beating and Wilson’s subsequent apology in 2009. In 2013, Elwin Wilson died in a South Carolina hospital at the age of 76. 

John Bradshaw, a New York Times best-selling author, counselor, and motivational speaker, dives deep into the concept of love and its complexities. He challenges the notion of 'mystified love' that can lead to pain instead of joy. Bradshaw discusses how childhood experiences shape adult relationships and emphasizes the need for self-love and healing. He also leads a meditation to help listeners connect with 'soulful love.' The conversation navigates through sacrifice, forgiveness, and breaking generational cycles in relationships.

From November 22, 1993: Oprah reads entries from her personal journal about her emotional struggles with weight. She explains how she came to understand that her battles with weight are really internal issues that have manifested themselves physically. Oprah also reveals the deep fears that took her 15 years to face and shares the questions she had to ask herself to get to the root of her problem. Then, exercise physiologist and fitness expert Bob Greene gives tips to lose weight the healthy way and lists the best overall aerobic exercises for weight loss. Also, Oprah shares a special message to Stedman for standing by her. 

Brenda Slaby, an assistant principal and mother, shares her heart-wrenching story about accidentally leaving her daughter Cecilia in a hot car, leading to a tragic loss. She discusses her experiences with overwhelming guilt and the pressures mothers face to be perfect. Zen teacher Norman Fischer provides insights on managing overwhelm through mindfulness, emphasizing that multitasking is a myth. Their conversation highlights the importance of presence, connection, and seeking help during challenging times, urging listeners to acknowledge their feelings and prioritize mental well-being.

Janet Geringer Woititz, a renowned psychologist and author of "Adult Children of Alcoholics," delves into the pervasive impact of alcoholism across generations. She candidly discusses the traits of children from alcoholic families and emphasizes the need to break the cycle of addiction. Woititz offers practical advice on moving from enabling behaviors to genuine support for loved ones struggling with addiction. The conversation reveals the emotional toll of alcoholism on family dynamics, highlighting the importance of self-care and community support for those affected.

In a captivating conversation with Harville Hendrix, a New York Times best-selling author and renowned couples therapist, listeners discover how childhood experiences shape adult relationships. Harville emphasizes the importance of addressing past wounds to foster healing in partnerships. He shares insights on building trust and navigating conflicts, highlighting couples' struggles and victories. Oprah reflects on how his teachings transformed her own relationship with Stedman, illustrating that love can be both a journey and a path to self-discovery.

Dr. Phil McGraw, a renowned self-help author and television personality, dives deep into the world of self-discovery. He discusses his book, 'Self Matters,' emphasizing the difference between our authentic and 'fictional' selves. Dr. Phil reveals how harnessing our innate gifts can unlock potential and drive personal growth. Oprah shares defining moments from her past that shaped her identity. Together, they explore the significance of childhood experiences and the tension between authenticity and societal expectations.