In hindsight, these celeb interviews are tough to watch. Welcome to WatchMojo, and today we’ll be looking at the most unsettling interviews with controversial celebrities that seemed to hint at an impending scandal, shortly before it actually hit.
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00:00I'm self-made. I come from just putting two quarters together, two dollars together."
00:04Welcome to WatchMojo, and today we'll be looking at the most unsettling interviews
00:08with controversial celebrities that seemed to hint at an impending scandal,
00:11shortly before it actually hit.
00:12He had, like, all the hookups.
00:14Look, we took a night off. We took a night off.
00:17Chris D'Elia
00:18Stand-up comic and actor Chris D'Elia's career came to a screeching halt in June 2020 when he
00:23was accused of sexually harassing and grooming minors. It was also revealed that he had solicited
00:27explicit pictures from his alleged victims, presumably through the social media app Snapchat.
00:32While this news shocked many fans, D'Elia may have hinted at his behavior months earlier.
00:36During a December 2019 appearance on The Fighter and the Kid podcast, a conversation arose about
00:42a high school teacher who was caught sending inappropriate pictures to her student.
00:45Dang, she sent it through Snapchat. Why does she have her student's Snapchat?
00:49Yeah, well, that's weird, yeah.
00:50Initially, D'Elia seemed confused as he believed Snapchat messages vanished automatically.
00:55Snapchat goes away, right? How do they…
00:56He probably saved it. You can screen record, take screenshots.
00:59Wow.
01:00But once he learned they could actually be saved,
01:02you could pretty much see the gears turning in his head.
01:05Lori Loughlin
01:06In a December 2018 interview with Access Hollywood, actress Lori Loughlin weighed
01:10in on the Kevin Hart Oscars controversy, expressing her disappointment with a world
01:14that seemed unforgiving.
01:15What I don't like about the world right now is how unforgiving we are.
01:20She also talked about people making mistakes and how she was teaching her kids to be mindful
01:24of what they post online, as past actions could come back to haunt them.
01:27Oh my goodness, kids make mistakes, and that's why with social media or,
01:30you know, just posting or whatever, just be so careful.
01:33Please be careful.
01:34Well, just three months later, some of Loughlin's past actions did come back to haunt her. It was
01:38revealed that she had participated in a fraud scheme to secure her children's admissions into
01:42prestigious colleges. For Loughlin, the justice system was even more unforgiving, as she was
01:47sentenced to two months in prison after pleading guilty to conspiracy to commit wire and mail fraud.
01:52I thought I was acting out of love. I am truly and profoundly sorry.
01:57Tiger Woods
01:57For many years, the name Tiger Woods has been synonymous with golf,
02:01making him one of the most famous athletes of all time. Despite his fame,
02:04Woods rarely granted interviews, which one of the notable exceptions being a 2009 sit-down
02:08with 60 Minutes.
02:09Are you ever that shy kid anymore?
02:12Absolutely. Absolutely.
02:14This interview was particularly revealing, as Woods emphasized that his marriage to then-wife
02:18Elin Nordegren and their children were his top priority.
02:21It's pretty special to see my kids light up and see the smile on their faces.
02:27But we soon learned that was questionable at best, because later that same year,
02:31Woods became embroiled in one of the biggest infidelity scandals in history,
02:35as reports emerged that he had cheated on Nordegren, allegedly with over a dozen women.
02:39This scandal led to the collapse of his marriage and significantly tarnished
02:43his once-pristine reputation.
02:45I'm as disappointed as everyone else in my own behavior,
02:47because I can't believe I actually did that to the people I loved.
02:50Louis C.K.
02:51Stand-up comedian Louis C.K. was quite vocal about his disdain for Donald Trump during the
02:552016 U.S. presidential election. In April 2017, after likening Trump to Hitler, C.K. appeared
03:02on The Late Show with Stephen Colbert, where he expressed regret over those remarks, but
03:06stopped short of retracting them.
03:07You've said worse things and not taken them back.
03:10Well, I don't take it back. I regret it. There's a difference.
03:12To clarify his stance, though, he called Trump a liar in eight unambiguous words.
03:16Then you have just a lying sack of s**t. And that's somebody who's just bleh.
03:22However, shortly after this interview, C.K. came face-to-face with his own dishonesty.
03:26When allegations of sexual impropriety surfaced in September 2017, he strongly denied them.
03:32It wasn't until November, when The New York Times officially published those claims,
03:35that he issued a statement acknowledging the truth and apologizing for his actions.
03:39I want to address the stories told to The New York Times by five women. These stories are true.
03:44Roseanne Barr
03:46Many may not know that Roseanne Barr ran for president in 2012 under the Peace and
03:49Freedom Party. She primarily conducted her campaign on Twitter, which led to her dubbing
03:56herself the original Crazy Tweeter, in a March 2018 interview on Jimmy Kimmel Live. This interview
04:02aired just before the revival of her sitcom Roseanne, which premiered to impressive ratings.
04:06However, just a few months later, when everything seemed to be going great for her,
04:18the self-proclaimed original Crazy Tweeter lost it all after posting a crazy tweet.
04:23Barr made remarks about a former White House advisor that many considered racist.
04:28As a result, she was fired by ABC, leading to the cancellation of Roseanne,
04:36which was ultimately retooled as The Conners.
04:39Michael Jackson
04:39In February 1993, pop icon Michael Jackson sat down with talk show queen Oprah Winfrey
04:46for a televised interview that became the most watched in American history.
04:49Jackson candidly discussed his life, fame, and personal struggles,
04:53revealing how he missed out on a normal childhood due to starting his music career at a young age.
04:57There were times when I had great times with my brothers, pillow fights and things,
05:00but I used to always cry from loneliness.
05:03He also touched on his close friendships with children,
05:06suggesting he was living vicariously through them.
05:08People wonder why I always have children around, because
05:11I find the thing that I never had through them.
05:15This interview aired just months before one of them, Jordan Chandler,
05:18alleged that Jackson had sexually assaulted him. Some viewers interpreted Jackson's
05:22comments as foreshadowing the serious accusations that would follow.
05:25Although the subsequent police investigation was eventually dropped,
05:28the allegations would continue to haunt Jackson for the rest of his life.
05:32He's totally false. I was outraged. I could never do something like that.
05:37Danny Masterson
05:38Danny Masterson and Ashton Kutcher's friendship dates back to the late 90s,
05:42when they both starred in That 70s Show. In March 2016, while promoting their Netflix series The
05:47Ranch on The Late Late Show with James Corden, Masterson joked about their wild partying days,
05:52even mentioning he had compromising pictures of Kutcher.
05:54I have more photos of Commando Kutcher here, naked in a club, than probably anybody.
06:00Just one year later, reports emerged that cast a dark light on those wild partying days.
06:04Three women accused Masterson of sexual assault, and following a three-year investigation,
06:08he was officially charged. Masterson was convicted after two trials, and while awaiting sentencing,
06:13Kutcher sent a leniency letter on his behalf, a move that sparked public backlash.
06:18Masterson ultimately received a sentence of 30 years to life in prison.
06:22One said the world is a better place with him locked up,
06:24while the other called the once-respected actor a coward and a monster.
06:29Sean Diddy Combs
06:30Ever since singer Cassie Ventura filed a lawsuit against her former partner Sean Diddy Combs,
06:35unsettling details about his past have flooded the spotlight. Fans have combed
06:39through his old interviews for clues, but few were quite as telling as this Jimmy Kimmel Live
06:43appearance just days before the lawsuit broke. During the interview, Kimmel referenced a rumor
06:48from an online source claiming to be Diddy's former bodyguard. Allegedly, Will and Jada Pinkett
06:52Smith once wanted a threesome with Jennifer Lopez, which sparked threats of violence from
06:56Diddy, who was dating Lopez at the time. At the mention of this, Diddy froze, glaring coldly at
07:07Kimmel before laughing it off. Whether the rumor is true or not, Diddy's chilling reaction spoke
07:12volumes. Harvey Weinstein
07:17Disgraced movie producer Harvey Weinstein had been a staunch supporter of Hillary Clinton right
07:22from her first presidential bid in 2008. Naturally, he continued to back her eight years later during
07:26the 2016 Democratic primaries. Weinstein was a guest on MSNBC where he accused Clinton's opponent
07:32Bernie Sanders of sexism for questioning her qualifications. But if there was anyone who
07:41embodied that very label, it was Weinstein, and it didn't take long for the public to find out.
07:46The following year, The New York Times and The New Yorker published dozens of allegations of
07:50sexual assault and harassment against him, which triggered the MeToo movement. Weinstein was
07:55ultimately convicted on related charges, and in 2023, he received a 16-year prison sentence.
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08:21O.J. Simpson
08:22A few weeks before O.J. Simpson was arrested for the murders of his ex-wife Nicole Brown and her
08:26friend Ron Goldman, he filmed an unreleased made-for-TV movie. Titled Frogmen, the project
08:34was intended to launch a series, but it was promptly shelved due to the infamous case.
08:38During the shoot, Simpson spoke with Entertainment Tonight discussing Brown and his kids. In one
08:43scene, his character visits his ex-wife's grave, and off-camera, Simpson even joked about being in
08:47a cemetery, which took on a haunting tone after the murders. More disturbingly, while preparing
08:54for the role, Simpson reportedly underwent knife training and visited a knife store with a co-star.
08:59This was the same store where he allegedly bought a knife shortly before the killings.
09:06Which of these interviews did you find the most unsettling? Let us know in the comments below!
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