Oprah Winfrey has interviewed more than 37,000 people in her six-decade career. Getty Images
Oprah Winfrey has interviewed more than 37,000 people in her six-decade career. Getty Images
Oprah Winfrey has interviewed more than 37,000 people in her six-decade career. Getty Images
Oprah Winfrey has interviewed more than 37,000 people in her six-decade career. Getty Images

7 of the most memorable Oprah Winfrey interviews ever


Sophie Prideaux
  • English
  • Arabic

Oprah Winfrey has, in her five-decade career, conducted more than 37,000 interviews. Among those to join her on the sofa of The Oprah Winfrey Show have been some of the world's biggest names. From presidents to Hollywood greats and everything in between, there have been plenty of shocking and memorable moments.

And as it is announced the talk show host will sit down with the Duke and Duchess of Sussex in March, for their first interview since stepping back as senior members of the British royal family, the world waits with bated breath to hear what they will have to say.

Until then, here are seven of the biggest interviews Oprah has done over the years:

Michael Jackson

In 1993, Winfrey was personally invited to Michael Jackson's Neverland Ranch for an interview with the notoriously private star. The interview went on to become the most watched in television history, thanks in part to the Thriller star's unusual openness, which saw him discuss everything from his relationship with his father to his skin condition, vitiligo.

Sarah Ferguson, Duchess of York

Former wife of Prince Andrew, Sarah Ferguson, the Duchess of York, has been interviewed by Oprah on a number of occasions. However, the most notable was her 1996 appearance on The Oprah Winfrey Show – the year of her divorce – in which she spoke of the breakdown of her marriage, and was critical of the British media, calling them "invasive" and "cruel". She was also interviewed in 2011 after British tabloid News of the World leaked video footage of her accepting a bribe in exchange for access to Prince Andrew the year before.

Tom Cruise

In 2005, Tom Cruise provided one of the most talked-about moments in the history of The Oprah Winfrey Show when he famously leapt on to the couch to declare his love for then-girlfriend Katie Holmes. The hyperactive, chaotic interview with Cruise – who was arguably one of Hollywood's biggest stars at the time – was one of the first videos to truly go viral on newly-launched YouTube, and would provide enough gossip page fodder to keep columnists in business for months.

Whitney Houston

In 2009, Oprah sat down with Whitney Houston for what became one of her most shocking interviews ever. The singer got candid about the breakdown of her 14-year marriage to Bobby Brown, discussing alleged infidelity as well as emotional and physical abuse. She also spoke of her struggles to overcome addiction.

Barack Obama

Then-US president Barack Obama and the first lady, Michelle Obama sat down with Oprah in 2011, becoming the first sitting president to appear on the show. For the interview, the trio took a trip to the Obamas's hometown of Chicago. President Obama opened up about his love for his wife and children, and Oprah admitted it was one of only a small handful of times she felt nervous to interview one of her guests, describing it as an "out of body" experience.

Rihanna

For Oprah's Next Chapter in 2012, Rihanna took Oprah on a tour of her childhood neighbourhood in Barbados, before sitting down for a lengthy chat in which she discussed the violence she experienced at the hands of her former boyfriend, R'n'B star Chris Brown.

Speaking of the media circus that followed the incident, an emotional Rihanna said: “It was a weird space to be in, because as angry as I was, as angry and hurt and betrayed, I just felt like, he made that mistake because he needed help, and who’s going to help him. Nobody is going to say he needs help, everybody is going to say he is a monster.”

Lance Armstrong

After years of denying allegations, in 2013, Lance Armstrong finally admitted to using performance-enhancing drugs in cycling races. He sat down with Oprah for a tell-all interview, where he addressed the controversy for the first time on camera. He revealed he had used the drugs to win all seven of his Tour de France titles, and claimed that doping was so prevalent in the sport at the time, that it would have been impossible to win without them.

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Louis Tomlinson

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TWISTERS

Director: Lee Isaac Chung

Starring: Glen Powell, Daisy Edgar-Jones, Anthony Ramos

Rating: 2.5/5

ICC T20 Team of 2021

Jos Buttler, Mohammad Rizwan, Babar Azam, Aiden Markram, Mitchell Marsh, David Miller, Tabraiz Shamsi, Josh Hazlewood, Wanindu Hasaranga, Mustafizur Rahman, Shaheen Afridi

Company Profile:

Name: The Protein Bakeshop

Date of start: 2013

Founders: Rashi Chowdhary and Saad Umerani

Based: Dubai

Size, number of employees: 12

Funding/investors:  $400,000 (2018) 

Dr Afridi's warning signs of digital addiction

Spending an excessive amount of time on the phone.

Neglecting personal, social, or academic responsibilities.

Losing interest in other activities or hobbies that were once enjoyed.

Having withdrawal symptoms like feeling anxious, restless, or upset when the technology is not available.

Experiencing sleep disturbances or changes in sleep patterns.

What are the guidelines?

Under 18 months: Avoid screen time altogether, except for video chatting with family.

Aged 18-24 months: If screens are introduced, it should be high-quality content watched with a caregiver to help the child understand what they are seeing.

Aged 2-5 years: Limit to one-hour per day of high-quality programming, with co-viewing whenever possible.

Aged 6-12 years: Set consistent limits on screen time to ensure it does not interfere with sleep, physical activity, or social interactions.

Teenagers: Encourage a balanced approach – screens should not replace sleep, exercise, or face-to-face socialisation.

Source: American Paediatric Association
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Name: Hassan Mohsen Elhais

Position: legal consultant with Al Rowaad Advocates and Legal Consultants

US PGA Championship in numbers

Joost Luiten produced a memorable hole in one at the par-three fourth in the first round.

To date, the only two players to win the PGA Championship after winning the week before are Rory McIlroy (2014 WGC-Bridgestone Invitational) and Tiger Woods (2007, WGC-Bridgestone Invitational). Hideki Matsuyama or Chris Stroud could have made it three.

Number of seasons without a major for McIlroy, who finished in a tie for 22nd.

4 Louis Oosthuizen has now finished second in all four of the game's major championships.

In the fifth hole of the final round, McIlroy holed his longest putt of the week - from 16ft 8in - for birdie.

For the sixth successive year, play was disrupted by bad weather with a delay of one hour and 43 minutes on Friday.

Seven under par (64) was the best round of the week, shot by Matsuyama and Francesco Molinari on Day 2.

Number of shots taken by Jason Day on the 18th hole in round three after a risky recovery shot backfired.

Jon Rahm's age in months the last time Phil Mickelson missed the cut in the US PGA, in 1995.

10 Jimmy Walker's opening round as defending champion was a 10-over-par 81.

11 The par-four 11th coincidentally ranked as the 11th hardest hole overall with a scoring average of 4.192.

12 Paul Casey was a combined 12 under par for his first round in this year's majors.

13 The average world ranking of the last 13 PGA winners before this week was 25. Kevin Kisner began the week ranked 25th.

14 The world ranking of Justin Thomas before his victory.

15 Of the top 15 players after 54 holes, only Oosthuizen had previously won a major.

16 The par-four 16th marks the start of Quail Hollow's so-called "Green Mile" of finishing holes, some of the toughest in golf.

17 The first round scoring average of the last 17 major champions was 67.2. Kisner and Thorbjorn Olesen shot 67 on day one at Quail Hollow.

18 For the first time in 18 majors, the eventual winner was over par after round one (Thomas shot 73).

Trump v Khan

2016: Feud begins after Khan criticised Trump’s proposed Muslim travel ban to US

2017: Trump criticises Khan’s ‘no reason to be alarmed’ response to London Bridge terror attacks

2019: Trump calls Khan a “stone cold loser” before first state visit

2019: Trump tweets about “Khan’s Londonistan”, calling him “a national disgrace”

2022:  Khan’s office attributes rise in Islamophobic abuse against the major to hostility stoked during Trump’s presidency

July 2025 During a golfing trip to Scotland, Trump calls Khan “a nasty person”

Sept 2025 Trump blames Khan for London’s “stabbings and the dirt and the filth”.

Dec 2025 Trump suggests migrants got Khan elected, calls him a “horrible, vicious, disgusting mayor”

FULL%20FIGHT%20CARD
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Other acts on the Jazz Garden bill

Sharrie Williams
The American singer is hugely respected in blues circles due to her passionate vocals and songwriting. Born and raised in Michigan, Williams began recording and touring as a teenage gospel singer. Her career took off with the blues band The Wiseguys. Such was the acclaim of their live shows that they toured throughout Europe and in Africa. As a solo artist, Williams has also collaborated with the likes of the late Dizzy Gillespie, Van Morrison and Mavis Staples.
Lin Rountree
An accomplished smooth jazz artist who blends his chilled approach with R‘n’B. Trained at the Duke Ellington School of the Arts in Washington, DC, Rountree formed his own band in 2004. He has also recorded with the likes of Kem, Dwele and Conya Doss. He comes to Dubai on the back of his new single Pass The Groove, from his forthcoming 2018 album Stronger Still, which may follow his five previous solo albums in cracking the top 10 of the US jazz charts.
Anita Williams
Dubai-based singer Anita Williams will open the night with a set of covers and swing, jazz and blues standards that made her an in-demand singer across the emirate. The Irish singer has been performing in Dubai since 2008 at venues such as MusicHall and Voda Bar. Her Jazz Garden appearance is career highlight as she will use the event to perform the original song Big Blue Eyes, the single from her debut solo album, due for release soon.

Director: Laxman Utekar

Cast: Vicky Kaushal, Akshaye Khanna, Diana Penty, Vineet Kumar Singh, Rashmika Mandanna

Rating: 1/5

Polarised public

31% in UK say BBC is biased to left-wing views

19% in UK say BBC is biased to right-wing views

19% in UK say BBC is not biased at all

Source: YouGov

COMPANY PROFILE

Company: Bidzi

● Started: 2024

● Founders: Akshay Dosaj and Asif Rashid

● Based: Dubai, UAE

● Industry: M&A

● Funding size: Bootstrapped

● No of employees: Nine

FROM%20THE%20ASHES
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COMPANY%20PROFILE
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How to apply for a drone permit
  • Individuals must register on UAE Drone app or website using their UAE Pass
  • Add all their personal details, including name, nationality, passport number, Emiratis ID, email and phone number
  • Upload the training certificate from a centre accredited by the GCAA
  • Submit their request
What are the regulations?
  • Fly it within visual line of sight
  • Never over populated areas
  • Ensure maximum flying height of 400 feet (122 metres) above ground level is not crossed
  • Users must avoid flying over restricted areas listed on the UAE Drone app
  • Only fly the drone during the day, and never at night
  • Should have a live feed of the drone flight
  • Drones must weigh 5 kg or less
Brief scores:

Kashima Antlers 0

River Plate 4

Zuculini 24', Martinez 73', 90 2', Borre 89' (pen)

Ready Player One
Dir: Steven Spielberg
Starring: Tye Sheridan, Olivia Cooke, Ben Mendelsohn, Mark Rylance

Teams

Pakistan: Sarfraz Ahmed (captain), Mohammad Hafeez, Sahibzada Farhan, Babar Azam, Shoaib Malik, Asif Ali, Shadab Khan, Shaheen Shah Afridi, Usman Khan Shanwari, Hasan Ali, Imad Wasim, Faheem Ashraf.

New Zealand: Kane Williamson (captain), Corey Anderson, Mark Chapman, Lockie Ferguson, Colin de Grandhomme, Adam Milne, Colin Munro, Ajaz Patel, Glenn Phillips, Seth Rance, Tim Seifert, Ish Sodhi, Tim Southee, Ross Taylor.