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Kendra Wilkinson It revealed her biggest regrets from her time at the Playboy Mansion.
In an interview with Fox News Digital, the 39-year-old television personality transformed into a Real Estate Agent reflects opportunities she missed while living in the iconic Hollywood property as one of the girlfriends of Hugh Hefner, the founder of Playboy from 2004 to 2009.
“The only thing I can say in my life I’m sorry is that I haven’t started my real estate career while I’m living in a Playboy Mansion.” “The Girl Next Door” alum It is recognized on the red carpet in operation.
Kendra Wilkinson reveals how she “was up at me” after divorce

Kendra Wilkinson shared her biggest regrets from her time living in Hugh Hefner’s Playboy Mansion. (Denise Truscello/Wireimage; Phillip Faraone/Getty Images)
“What were I thinking?” she added. “I mean, I was surrounded by everyone, all the celebrities, billionaires. And what were I thinking? But I’m in real estate now, so I’m fine.”
Wilkinson began his real estate career after passing the California real estate exam in June 2020. A month later, Wilkinson was hired as a real estate agent for an agency, a luxury real estate company founded by Mauricio Umanski, who is married to a real housewife in Beverly Hills. Kyle Richards.
Wilkinson later left the agency and joined Douglas Elliman, a high-end real estate company. In November 2021, Wilkinson debuted her reality series, “Kendra Selling Hollywood.” This followed the previous model as it navigated the ups and downs of her new career in the ultra-competitive luxury real estate market in Los Angeles. “Kendra will sell Hollywood,” he ran for Discovery+ and Max for two seasons.
Watch: Kendra Wilkinson shared her regrets from her time living in Hughefner’s Playboy Mansion
In May 2023, Wilkinson announced on Instagram that he was away from his real estate career. However, in an interview in September peopleWilkinson admitted that she had not actually given up on her real estate career and was in a hurry to announce her departure from the business.
“I just had a really bad day,” Wilkinson said. “So I announced I was leaving the real estate, but it was a really bad day in my life and I never thought I’d put Instagram into what I was quitting, but I made a huge mistake because I made it a foolish coincidence.”
“But I’m back to it,” she added. “I have so many deals I’m working on right now.”

Wilkinson spoke with Fox News Digital on June 3rd at Operation Smile Fiesta. (Jesse Grant/Variety by Getty Images)
Wilkinson told people that working in real estate is “very stressful,” but she “want to do it again.”
“I want to publicly hate real estate again, but I love it so I can’t,” Wilkinson said. “I love real estate. It’s a daily challenge.”
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When Wilkinson first announced that he was leaving the property, she explained that she had made the decision to focus on her child and her mental health. Wilkinson shares his son Hank IV and daughter Aliya (11 years old) with her ex-husband Hank Basket.
Wilkinson was open about her struggle with mental health after being hospitalized in September 2023 when she suffered a panic attack.
At the time, a representative for Wilkinson said she was taken to the emergency room but would be released on the same day.

Wilkinson began his real estate career in 2020. (axelle/bauer-griffin/filmmagic)
In an interview in January 2024 peopleWilkinson shared that after she was released from the emergency room, she had to return to hospital a week later.
During her second visit, Wilkinson explained that doctors had prescribed her antipsychotics and that she attended treatment three times a week after she was admitted.
“I was in a state of panic. I didn’t know what was going on in my head and body, why I was crying. I was pounding the rock bottom,” Wilkinson recalled her medical crisis.
“I was almost dying of depression,” she continued. “I was bumping into the end of my life and fell into mental illness. I felt I wasn’t strong enough to live anymore.”
She shared that she helped experts deal with unresolved trauma. Playboy Mansion Divorce from Basket in 2019.

Wilkinson became one of Hefner’s girlfriends at the age of 18 and gained fame when he appeared in the hit reality series Girls Next Door. Wilkinson and Hefner are portrayed alongside Bridget Malquat and Holly Madison. (Reuters)
Wilkinson gained fame when she became one of the 18-year-olds Hefner’s girlfriend She appeared in the hit reality series “Girls Next Door.”
“Looking back at my 20s is not easy. I had to face my own demons,” she admitted.
“Playboy really ruined my life,” the previous model said.
“Playboy” legend Hugh Hefner’s widow reveals the “Dark Side.”
“It was the lowest place I ever had in my life. I felt like there was no future. I couldn’t see it in front of my depression,” she recalled. “I had given up and couldn’t find the light. There was no hope.”
The California native said she struggled with working in real estate before she was hospitalized.

Kendra Wilkinson arrives at the 2008 ESPY Awards held at the Nokia Theatre LA Live in Los Angeles on July 16, 2008. (John Shearer/Wireimage)
“‘How do I succeed?” “What am I doing wrong in my life?” “Would I give up?” Wilkinson said.
Watch: Kendra Wilkinson praises her “amazing” medical team for her health and well-being after her hospitalization
Fox News Digital interviews with Wilkinson I remember her hospitalization And praised the team of medical professionals who helped her through her darkest times.
“My health and happiness are a great blessing,” she said. “I praise my amazing doctor. I celebrate amazing psychiatrists, psychologists, therapists, trainers, and physical therapists. That is, it continues.”
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“I wouldn’t be standing now without them,” she continued. “I’ve had a lot of experience in my mental health. I was hospitalized for about seven days.”
Wilkinson shared that she was admitted to Ronald Reagan UCLA Medical Center, where the team of doctors and nurses who treated her was “so amazing.”

Wilkinson has opened on Fox News Digital about her hospitalization. (Paul Archuleta/Getty Images)
“They put me on the right medicine and I feel like $1 million tonight,” she said. “It’s amazing. They got over it to me. We spoke through it. I learned a lot about the brain and what we think, how we behave. And it just opened my mind, opened my mind, and analyzed everything that is truly part of me.
Wilkinson told Fox News Digital that “great friends who support me” were also important at the time.
“Yeah, it was a journey, but I’m there,” she said. “I feel good, I’m smiling, I don’t take my smile for granted.”
Wilkinson spoke with Fox News Digital while attending Operation Smile’s 25th Los Angeles Smile Fiesta Honor Harrison Ford, Jean Simmons and the Rodsky family. The event, held at Candela La Brea in Los Angeles on June 3rd, benefited Operation Smile, a nonprofit organization that provides free clefts, palate surgery and comprehensive health care for children around the world.
Watch: Kendra Wilkinson shares why she supports Operation Smile’s “amazing cause”
According to a press release, Operation Smile will work with local volunteers, the Ministry of Health, government, universities and communities to expand access to surgical care through training and education.
At the event, Ford received the Foresight Award from Dr. Randy Sherman. The Randy Sherman Vitally Award was awarded in honor of late Humanian-acclaimed plastic surgeon Dr. Randy Sherman. In his acceptance speech, Ford praised the Sherman, saying, “There was no end to the grace, humility, and love that this man embodied.”

Harrison Ford was awarded at Operation Smile’s 25th Los Angeles Smile Fiesta. (Jesse Grant/Variety by Getty Images)
While talking to Fox News Digital, Wilkinson explained why they support it Operation Smile It was important to her.
“The smiles of operations are an incredible cause,” she said. “It really changes life, changes life all over the world, and it’s a really great organization that supports tonight. I’m here, taking time from my kids and my home, being here, and standing with everyone here to truly support this incredible cause.”
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