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 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.

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.

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.

Comedian, producer and actor Kevin Hart discusses his comedic influences, his NAACP Image Award for “Entertainer of the Year” and how social media played a role in his success. Hart also talks about raising his children with his ex-wife, the support his mother gave him when he was first starting out and how he learned to forgive his father for being absent during much of Hart’s childhood.

In this special conversation in response to the continuing civil unrest in America following the tragic murder of George Floyd, Oprah speaks directly with Black leaders, offering insight and tangible plans to answer the following questions: “What matters now? What matters next? Where do we go from here?”Featured guests include politician Stacey Abrams, journalist Charles M. Blow, Atlanta Mayor Keisha Lance Bottoms, Academy Award-nominated filmmaker Ava DuVernay, professor and author Jennifer Eberhardt, journalist and Pulitzer Prize-winning founder of the 1619 Project Nikole Hannah-Jones, historian and author Ibram X. Kendi, award-winning actor David Oyelowo, Color of Change president Rashad Robinson, and co-chair of the Poor People’s Campaign  Bishop Dr. William J. Barber II. The group discusses the anger and pain they are feeling, the protests for Black Lives Matterand the generational impact of racism. (Part 1 of 2)

In part 2 this special conversation continues in response to the continuing civil unrest in America following the tragic murder of George Floyd, Oprah speaks directly with Black leaders, offering insight and tangible plans to answer the following questions: “What matters now? What matters next? Where do we go from here?”Featured guests include politician Stacey Abrams, journalist Charles M. Blow, Atlanta Mayor Keisha Lance Bottoms, Academy Award-nominated filmmaker Ava DuVernay, professor and author Jennifer Eberhardt, journalist and Pulitzer Prize-winning founder of the 1619 Project Nikole Hannah-Jones, historian and author Ibram X. Kendi, award-winning actor David Oyelowo, Color of Change president Rashad Robinson, and co-chair of the Poor People’s Campaign  Bishop Dr. William J. Barber II. The group discusses white privilege and the importance of voting, and each guests expresses what they would like to see happen next.  (Part 2 of 2)

Oprah Winfrey travels to Silicon Valley to have lunch with Facebook COO Sheryl Sandberg, who ignited a firestorm with her book Lean In: Women, Work, and the Will to Lead. Cheryl takes Oprah to her favorite restaurant, the place where she and Facebook Founder and CEO Mark Zuckerberg first sat down to discuss her future at his company. Oprah also travels to the Bronx to sit down with Justice Sonia Sotomayor, the first Latina to ever serve on the U.S. Supreme Court. The two meet at the Justice's alma mater, Cardinal Spellman High School, where Justice Sotomayor candidly talks about her revealing memoir, her humble beginnings and the promises she made to President Obama. She also discusses the perils of dating when you sit on the highest court in the land.

Oprah travels to Stephen Colbert's hometown of Charleston, South Carolina. While sipping sweet tea on the piazza of Stephen’s in-laws’ house, a place where he celebrated his wedding and spends Christmas with his family, Oprah discusses what makes Stephen one of the smartest, most creative thinkers in late-night television. The long-time host of Comedy Central's critically acclaimed "The Colbert Report," Stephen reveals the truth behind "truthiness," what went into creating his beloved TV alter ego and what he learned about comedy from Jon Stewart. Stephen, who rarely talks about his private life, shares what he's learned from his mother and opens up about losing his father and two brothers in a tragic plane crash. Oprah also talks to Stephen’s wife, Evelyn, who calls Stephen's TV character an "idiot," but says the real Stephen is one of the funniest, most romantic guys around.

Oprah talks about her controversial 1997 interview with Ellen DeGeneres, which at the time brought Oprah the most negative mail she had ever received. Through Ellen’s story and others, Oprah shares what she knows for sure about the power of truth in our lives and how it can set you free. Plus, Oprah remembers one of her favorite "Aha!" moments in ‘Oprah Show’ history.  She also revisits the story of Jeannette Walls, an entertainment reporter and Park Avenue socialite who revealed the surprising truth about her family in her best-selling memoir The Glass Castle"

Author and filmmaker Bishop T.D. Jakes explains how he is using prayer and scripture to remind us there are so many lessons to be learned during the global COVID-19 pandemic. Bishop Jakes explains why this is a time to bring correction and re-direction to all our lives. He offers advice on how to manage our fear and grief by leading with faith, and reminds us that it is still possible to be joyful no matter the condition. Also, Bishop Jakes offers a prayer for humanity.

World renowned spiritual teacher and New York Times bestselling author, Eckhart Tolle,  discusses how COVID-19 reminds us of the two polarities of life: order versus disorder. Eckhart explains how the current global pandemic, which is a time of chaos and disruption, is an invitation to accept the present moment for what it is. Eckhart shares how he believes we can suffer less during the pandemic and how Covid-19 might lead us all to a new spiritual awakening. He also shares the importance of stillness, how our consciousness extends beyond physicality and why he believes love is to recognize another as yourself.