Pastor and author, Reverend Dr. Otis Moss III shares his short film, Otis’ Dream, which details the legacy of his grandfather, Otis Moss, Sr. The beautifully crafted film retells the story of Otis Moss, Sr., a black man who was denied the right to vote in 1946. He died before he could ever cast a vote.  His story is both heartbreaking and inspirational at the same time. Oprah shares her personal, full-circle moment about Otis’ story. Dr. Moss also opens up about his grandfather’s lasting impact, the process of creating the film and how exercising our right to vote honors our ancestors.

From October 19, 2001 Oprah Winfrey Show: 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 February 23, 1998: Oprah talks to James Van Praagh—television personality and author of the No. 1 New York Times best seller Talking to Heaven—about his communications with those who have passed on before us. He discusses how he receives messages from the dead, explains how the bond of love doesn’t cease after death and shares his beliefs of how we all create our own heaven. People who have lost loved ones also detail their experience after a session with James, with some remaining skeptical and others becoming believers.

From November 27, 2000: In what she considers an interview of a lifetime, Oprah talks with philanthropist, revolutionist and former president of South Africa, Nelson Mandela. In this memorable Oprah Showinterview, Nelson Mandela opens up about his struggles, including the 27 years he spent in prison and the impact that had on his family. He also explains what he believes it takes to be a peacemaker, and why he believes humility is one of the most important qualities to have. Then, celebrities and public figures including Denzel Washington, Stevie Wonder, Sarah Ferguson and Bill Gates share how the great leader influenced their lives. (Nelson Mandela passed away in 2013 at the age of 95 from a prolonged respiratory infection.)

From January 30, 1996: Psychotherapist, speaker and author of The Little Book of Big Questions, Jonathan Robinson joins The Oprah Winfrey Show to share how asking certain questions can create a spiritual connection with friends and family. Oprah asks the audience some of the book’s big life questions, “If you were in a room with God, what would you ask him?” and “Does prayer change things?” Oprah then leads a panel discussion on religion and spirituality with Dannion Brinkley, author of the New York Times best-sellers Saved by Light and At Peace in the Light; Sophy Burnham, the New York Times best-selling author of A Book of Angels and Angel Letters; and Betty Eadie, author of the #1 New York Times best-seller Embraced by the Light.

From October 13, 1998: Public speaker, philanthropist and #1 New York Times best-selling author Sarah Ban Breathnach discusses her book Something More: Excavating Your Authentic Self. She explains what she calls the three secret wounds that lead to inauthenticity: self-loathing, betrayal and marital indifference. Sarah talks about how knowing yourself is the key to joy, explains why we should keep a “discovery journal” and shares a self-love exercise.

In 2013, Oprah sat down with 11-time Grammy winner John Legend in his Hollywood Hills home to talk about his first solo album in five years and his passion for education. John's then-future-wife, Chrissy Teigen—who is a model, TV host and social media personality—also joins the conversation to discuss their relationship and tabloid rumors of infidelity.

From 2013: Oprah sits down with global superstar, multi-platinum artist and 21-time Grammy Award-winner Beyoncé about the making of her documentary, "Beyoncé: Life Is But A Dream." Beyoncé talks to Oprah about her daughter, Blue Ivy, and what Jay-Z is like as a father and as a husband. Beyoncé also discusses letting go of her father, music executive Matthew Knowles, as her manager, her heart-breaking miscarriage and what is next for her career and her life.

In 2013, Oprah Winfrey spoke with legendary late-night talk show host David Letterman at his alma mater, Ball State University, in Muncie, Indiana. No question is off-limits in this rare interview: David is candid about the public sex scandal that rocked his marriage; he speaks frankly about his relationships with "Tonight Show" hosts Johnny Carson and Jay Leno; he discusses his battle with depression; he also opens up about fatherhood. Plus, Oprah shares with David the true reason behind their 20-year feud.

In 2012, Oprah travelled to Rihanna's home on the island of Barbados for a rare, no-holds-barred conversation with the pop star about her career, her family, the passing of her grandmother and the price of fame. In an emotional discussion, Rihanna reveals how she really feels about Chris Brown and her relationship with him. Oprah and Rihanna drive through Rihanna's childhood neighborhood and meet Rihanna's mother, Monica Fenty.

Oprah is joined by New York Times best-selling author and University of Houston graduate professor Dr. Brené Brown, as they delve into the power of vulnerability. In front of a live studio audience, Brené shares the four myths of vulnerability, explains why vulnerability means being truthful to who we are and offers examples of how to integrate vulnerability into your everyday life. Brené also answers audience questions.

Oprah sits down for an intimate conversation with Hugh Jackman, the man behind the iconic Wolverine character from the "X-Men" franchise. Hugh talks about his wife, Australian actress Deborra-Lee Furness, and about their two children. He also talks about the discipline it takes to maintain his chiseled body and about his very public zipline accident during his entrance atop the Sydney Opera House while taping The Oprah Winfrey Show. The two also discuss his Academy Award-nominated performance in Les Misérables, the secret to his success, and about his relationship with his mother, who left the family when he was just 8 years old. Plus, Hugh's wife Deborra-Lee joins the conversation.

In 2013 Oprah, headed to the South of France for an intimate conversation with rock-and-roll legend Tina Turner. In the only television interview following the iconic singer's private wedding ceremony in Switzerland to longtime love Erwin Bach, Oprah joins Tina during a stop on their honeymoon to talk love, retirement and her private life out of the spotlight.

In part two of Oprah’s intimate conversation with Aerosmith front man, Steven Tyler, they are joined by Steven’s daughter, Mia Tyler and his long-time girlfriend, Erin Brady from their home in Sunapee, New Hampshire. Steven opens up about American Idol, seeing himself through Mia’s eyes in her 2008 memoir, Creating Myself and how he’s building trust in his relationship with Erin.

In the two-part podcast, Oprah visits idyllic Sunapee, New Hampshire for an intimate, heart-to-heart talk with rock n' roll icon, Steven Tyler of Aerosmith. The conversation takes place just days after the death of Steven’s beloved father. Steven speaks of his parents' influence on him and his own role as an often-absent father of four. Steven reflects on ex-wives and ex-girlfriends, the feuds with bandmates that almost destroyed Aerosmith, his decades-long struggles with drug and alcohol addiction and what he really thinks of the man he replaced on "American Idol," Simon Cowell.

Through Facebook, Twitter, Skype and an audience of more than 5,000 in New York's Radio City Music Hall, Oprah and world-renowned thought leader Deepak Chopra take questions from all around the world. Deepak teaches people to find spiritual solutions to life's most difficult problems. He also explains how to connect to something greater than ourselves, how to live fully in the present and how to dissolve negative thoughts to create richer, more joyful lives. Oprah and Deepak also talk to gossip blogger Perez Hilton about his path to spiritual awakening and how it has impacted his business.

Oprah looks back at her interview with Allison Jacobs and Lisa Williams, the two U.C. Berkeley campus officers who acted on instinct and helped rescue Jaycee Lee Dugard. Jaycee had been missing for 18 years. Through this powerful story and others, Oprah talks about how life first speaks to you in a whisper and explains why if we don't listen to that whisper, life can get out of control. Oprah also shares how her life has spoken to her in a whisper and how it affected the decisions she’s made.

Oprah looks back on best-selling author Terry McMillan's riveting appearances on The Oprah Winfrey Show and explores how McMillan's intense rage almost destroyed her. Oprah, for the first time, reveals how uncomfortable she was during McMillan's 2005 appearance with her ex-husband Jonathan Plummer. McMillan learned after they married that her husband was gay. Oprah also recalls McMillan and Plummer's Oprah Show reunion five years later. Plus, Oprah talks about one of the guests that changed her life forever and helped her understand the value of forgiveness. Also, a viewer from New Jersey opens up about how the show gave her the strength she needed to forgive her estranged father, after not speaking to him for eight years.

In an enlightening and spiritual hour, Oprah remembers one of the most profound moments of validation on The Oprah Winfrey Show: when Nobel Prize-winning author Toni Morrison asked, "Do your eyes light up when your child walks into the room?" Plus, Oprah reveals why the highest grossing movie of all time, Avatar, directed by James Cameron, is the perfect example of validation. (Toni Morrison passed away in 2019 from complications of pneumonia.)

Oprah Winfrey visits Academy Award-winning actress Jane Fonda and her adopted African-American daughter Mary Williams for their first-ever interview together. They discuss how they met and Mary shares what it was like becoming a part of Jane's larger-than-life world. Jane's biological son Troy also joins the conversation, discussing what it was like to have Mary come into their family. Later, Oprah and Jane speak one-on-one about the importance of giving back to the world, love and motherhood.