Back in Time Today
Oprah Winfrey has had the privilege of interviewing some of the most intriguing personalities across various fields.
These interviews have often been candid, revelatory, and influential in shaping public opinion on important issues.
Here’s a look at 15 of the most iconic interviews conducted by Oprah, ranked by the year they were aired.
1. Michael Jackson (1993)
In a rare and revealing interview, Oprah Winfrey sat down with Michael Jackson at his Neverland Ranch in 1993. This episode became one of the most-watched interviews, showcasing Jackson’s private life and his thoughts on fame. It was a momentous event that attracted global attention.
Michael, often reserved, opened up about his childhood, his music, and the pressures of being a global icon. The conversation provided a rare glimpse into his world, making it a landmark moment in television history.
For fans and critics alike, this interview remains an unforgettable insight into the King of Pop’s life.
2. Diana Ross (1993)
Oprah’s 1993 interview with Diana Ross was a blend of glamour and candidness. The music legend showcased her vibrant personality, discussing her illustrious career and personal life. Audiences were enchanted by Diana’s charisma and openness.
During the conversation, Ross reflected on her journey in the music industry, sharing anecdotes and personal stories. Her glamorous presence and engaging storytelling captivated viewers worldwide.
This interview highlighted Diana’s enduring legacy and influence in music, leaving an indelible mark on viewers and celebrating her as a timeless icon.
3. Sarah Ferguson, Duchess of York (1996)
In 1996, Sarah Ferguson, Duchess of York, sat down with Oprah to discuss her life post-royalty. The interview provided a candid account of her experiences within the British monarchy and her subsequent departure.
Ferguson shared her struggles and triumphs, offering insights into the challenges of royal life. Her openness about personal growth and resilience inspired many.
This conversation was a window into the world of royalty, shedding light on the personal side of being a duchess. It resonated with those fascinated by the intricacies of royal life and its challenges.
4. Elizabeth Taylor (1996)
Elizabeth Taylor’s interview with Oprah in 1996 was a candid exploration of her extraordinary life. The Hollywood icon discussed her illustrious career, personal relationships, and her passion for activism.
Taylor’s openness and charisma shone throughout the conversation, offering viewers a glimpse into her multifaceted life. Her stories of triumph and challenges highlighted her resilience and enduring spirit.
This interview celebrated Elizabeth’s legacy as a Hollywood legend and humanitarian, leaving a lasting impact on viewers and showcasing her as a timeless figure in entertainment and beyond.
5. Ellen DeGeneres (1997)
In a groundbreaking moment for LGBTQ+ representation, Ellen DeGeneres came out as gay during her 1997 interview with Oprah. This courageous act resonated with audiences worldwide, marking a significant shift in public perception.
Ellen’s openness about her sexuality and the challenges she faced was both vulnerable and empowering. The conversation highlighted the importance of authenticity and self-acceptance.
This interview became a landmark moment in television history, paving the way for greater visibility and acceptance of LGBTQ+ individuals. Ellen’s courage inspired countless others to live their truth unapologetically.
6. Tom Cruise (2005)
The 2005 interview with Tom Cruise became infamous for his exuberant display of affection for Katie Holmes. Cruise’s unexpected couch-jumping moment became a cultural phenomenon, sparking widespread media coverage.
Beyond the memorable antics, Tom discussed his career, beliefs, and personal life. The conversation was lively and engaging, reflecting his passionate personality.
This interview remains one of the most talked-about moments on Oprah’s show, illustrating the power of spontaneity on live television. It offered a glimpse into Tom’s exuberant nature and his love for life and relationships.
7. Tina Turner (2005)
Tina Turner’s 2005 interview with Oprah was a poignant exploration of her life and career. The legendary singer reflected on her struggles, triumphs, and her journey in the music industry.
Tina’s candidness about overcoming adversity resonated with viewers, offering inspiration and hope. Her stories of resilience and strength highlighted her as a symbol of empowerment.
This conversation celebrated Tina’s legacy as a music icon and survivor, leaving a lasting impression on audiences and underscoring the power of perseverance in achieving greatness.
8. Celine Dion (2002, 2010)
Celine Dion’s interviews with Oprah in 2002 and 2010 were emotional and heartfelt. She discussed her career, personal life, and her husband’s illness, sharing her vulnerabilities and strength.
Celine’s openness about her challenges and triumphs was both touching and inspiring. Her ability to balance her personal and professional life resonated with viewers.
These conversations celebrated Celine’s resilience and dedication to her family and music. Her emotional candor and unwavering spirit left a profound impact on audiences, showcasing her as a beloved and enduring figure in the entertainment industry.
9. Tyler Perry (2010)
In 2010, Tyler Perry opened up to Oprah about his traumatic childhood and rise to success. This heartfelt conversation explored his journey from adversity to becoming a prominent filmmaker and entrepreneur.
Tyler’s candidness about his struggles and triumphs resonated with audiences, offering inspiration and hope. His story highlighted the power of resilience and determination in overcoming obstacles.
This interview celebrated Tyler’s achievements and his impact on the entertainment industry. It served as a testament to his unwavering spirit and his dedication to storytelling and empowerment through film.
10. The Kardashians (2012)
In 2012, Oprah sat down with the Kardashian family to discuss their rise to fame and the dynamics of their family life. The conversation offered insights into their unique brand and influence on pop culture.
The Kardashians’ openness about their experiences and challenges resonated with viewers, highlighting the complexities of fame and family. Their candidness provided a deeper understanding of their world.
This interview celebrated the Kardashian’s impact on modern media and their ability to navigate the spotlight. It showcased their resilience and adaptability in maintaining relevance and authenticity.
11. Rihanna (2012)
Rihanna’s candid 2012 interview with Oprah explored her life, career, and her relationship with Chris Brown. The conversation delved into her experiences and emotions, offering viewers an intimate look at her personal journey.
Rihanna’s openness about her struggles and triumphs resonated with audiences, highlighting her strength and resilience. Her story was both moving and empowering.
This interview celebrated Rihanna’s impact on the music industry and her ability to overcome adversity. It underscored her as a symbol of empowerment and authenticity, inspiring fans worldwide to embrace their true selves.
12. Lance Armstrong (2013)
In a shocking 2013 interview, Lance Armstrong confessed to doping in professional cycling. The conversation was a pivotal moment in sports history, as Lance admitted to using performance-enhancing drugs.
Armstrong’s honesty about his actions marked a significant turning point in his career and public perception. The interview was raw and revealing, shedding light on the pressures of competitive sports.
This candid confession sparked widespread discussions on ethics and integrity in sports. It underscored the importance of honesty and accountability, leaving a lasting impact on audiences and the cycling community.
13. Whitney Houston (2009)
Whitney Houston’s 2009 interview with Oprah was an emotional exploration of her life, struggles, and comeback. The late singer opened up about her battles with addiction and her journey to recovery.
Whitney’s candidness and vulnerability resonated with audiences, offering insight into her personal challenges and triumphs. Her story was both heartbreaking and inspiring.
This conversation celebrated Whitney’s iconic status and her enduring legacy in music. It highlighted her resilience and determination to overcome adversity, leaving a profound impact on viewers and fans worldwide.
14. Barack Obama (2004, 2011)
Oprah’s interviews with Barack Obama in 2004 and 2011 were insightful explorations of his political journey. As a Senator and later as President, Obama shared his vision, challenges, and aspirations.
His eloquence and charisma shone throughout the conversations, offering viewers a deeper understanding of his leadership and values. The interviews were both inspiring and thought-provoking.
These discussions celebrated Obama’s impact on American politics and his commitment to change and progress. They underscored his enduring influence and legacy as a transformative leader on the national and global stage.
15. Meghan Markle & Prince Harry (2021)
The 2021 interview with Meghan Markle and Prince Harry was a tell-all conversation that sent shockwaves through the British royal family. The couple discussed their experiences, challenges, and decision to step back from royal duties.
Their openness about mental health struggles and media scrutiny resonated with audiences, highlighting the pressures of royal life. The interview was both revealing and empathetic.
This conversation sparked global discussions on the monarchy, race, and mental health. It underscored the importance of compassion and understanding in navigating public life, leaving a lasting impact on viewers worldwide.