In an unexpected twist, reality TV star and political commentator Omarosa Manigault Newman is extending an olive branch to embattled talk show icon Wendy Williams. Despite a public feud that played out years ago on daytime television, Omarosa is now voicing her full support for Williams’ release from court-ordered guardianship—becoming the latest celebrity to rally behind the #FreeWendy movement.
The former White House aide was recently spotted leaving St. Felix in Hollywood when a TMZ photographer asked for her thoughts on Wendy’s controversial legal situation. Without hesitation, Omarosa threw her support behind Wendy, saying that the media veteran deserves to live freely and independently, outside the constraints of guardianship.
From Feud to Forgiveness: A Complicated History
Omarosa and Wendy Williams have a notoriously rocky past. Their tense on-air interaction during a 2008 episode of The Wendy Williams Show is still considered one of the most confrontational celebrity interviews in daytime talk show history.
At the time, Omarosa accused Wendy of being “fake” and even alleged that she had undergone a nose job—claims that led to an intense verbal exchange. Wendy clapped back by saying, “They say Black don’t crack—she’s cracking,” as the studio audience reacted with gasps and applause.
The segment became viral before going viral was even a thing, cementing the two women’s beef in pop culture history. It was a classic case of two powerful personalities clashing under the hot lights of live television.
Omarosa Supports Wendy’s Fight for Autonomy
Despite that history, Omarosa appears to have put the past behind her. She told TMZ that Wendy has every right to fight for her independence and should be allowed to live life on her own terms.
“She deserves to be free,” Omarosa said. “No matter what we’ve been through, I want to see her healthy, happy, and in control of her own life.”
That’s a bold statement, especially considering Omarosa’s reputation for speaking her mind and rarely showing public forgiveness. Her words indicate that Wendy’s struggle has transcended personal drama, striking a chord with many who see guardianship as a potentially abusive system—particularly for Black women in the entertainment industry.
Wendy Williams and Her “Luxury Prison”
As of early 2025, Wendy Williams resides in an assisted living facility in New York, which she reportedly refers to as a “luxury prison.” According to her team and several family members, she was placed under guardianship due to health and mental wellness concerns.
The guardianship was meant to manage her financial affairs and medical decisions. But over time, growing public concern has led fans and celebrities to question whether the arrangement is truly in her best interest or just another example of a flawed legal system controlling a vulnerable star.
The recent Lifetime documentary Where is Wendy Williams? further fueled public sympathy, showing intimate glimpses of Wendy’s life behind closed doors and raising ethical questions about her current state of autonomy. The series captured raw footage of Wendy expressing confusion and sadness about her life circumstances—stirring support from fans who felt her rights were being stripped away.
Celebrities Rally Behind Wendy: A Growing Movement
Omarosa is just the latest to join a growing list of celebrities and media personalities speaking up for Wendy. Stars like Fat Joe, Vivica A. Fox, and DJ Boof have all expressed concerns about her well-being and demanded transparency about her guardianship.
Social media has been buzzing with the #FreeWendy hashtag, as fans demand that the court and her handlers allow Wendy to speak for herself and reclaim control over her personal and professional life.
Wendy’s ex-husband, Kevin Hunter, has also been vocal in criticizing the conservatorship, calling it “inhumane” and “abusive.” Even Sherri Shepherd, who took over Wendy’s talk show slot with her own syndicated show, has expressed sadness over Wendy’s condition, despite some awkward tensions between the two over the years.
From Trump to Talk Shows: Omarosa Still Has Opinions
In addition to her thoughts on Wendy, Omarosa was also asked about her old boss and reality TV co-star, former President Donald Trump. Her response was subtle but telling—she wasn’t rushing to endorse Trump in his second campaign trail.
“We’ll see how that plays out,” Omarosa said with a knowing smirk, avoiding a direct answer. As a former senior aide in Trump’s administration turned outspoken critic, Omarosa has since distanced herself from her former mentor, releasing a best-selling tell-all and becoming a frequent guest on political talk shows.
Still, it was her comments about Wendy Williams that stole the show.
The Bigger Picture: Guardianship, Celebrity Control, and Public Sympathy
The conversation around Wendy Williams is no longer just about celebrity gossip—it’s a serious debate about guardianship laws, mental health, and autonomy in the entertainment industry. As more high-profile figures like Omarosa lend their voices to the cause, the public pressure to reevaluate Wendy’s legal status continues to mount.
From Britney Spears’ historic conservatorship battle to ongoing debates surrounding aging entertainers, fans are beginning to question how much control celebrities truly have over their own lives when courts and financial interests intervene.
Conclusion: When Rivals Become Allies
Omarosa’s unexpected support of Wendy Williams is a powerful example of how even former rivals can come together in moments of truth and vulnerability. The once-fiery talk show drama now feels like a distant memory, overshadowed by a much more pressing issue—Wendy’s right to live freely.
As the #FreeWendy movement gains traction, Omarosa’s endorsement may help shift the public conversation even further, turning up the heat on those controlling the narrative around Wendy’s life.
Because at the end of the day, Omarosa says it best: “She deserves to be free.”
