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Kendra Wilkinson Worked with some of the real estate elite agencies during her five years in the business.
The first Next door girls Star won her real estate license in June 2020 and made her new career into the Discovery+ and HBO Max Docuseries Kendra sells Hollywoodbroadcast for two seasons between 2021 and 2023.
Wilkinson rapidly established himself in the field of luxury real estate by working with Mauricio UmanskyAgency Company and Douglas Elliman during its first three years in the business.
After considering quitting real estate briefly, Wilkinson is now back in the industry and admitted flirting in June 2025 that she regretted never having the opportunity to sell a Playboy mansion.
The former Playboy and Star of Kendra Wilkinson’s reality star is no stranger to the public eye. The 39-year-old turned off in 2004, when he attended the anniversary party of publisher Playboy Hugh Hugh Hefner. Shortly after the incident, she was asked to move into Playboy’s iconic mansion and start Hefner’s dating. “He asked me (…)
Keep scrolling for a look back on the first five years of Wilkinson in real estate:
‘Hard work paid off’
Wilkinson announced in June 2020 that she had passed her real estate exam after most of the Covid-19 quarantine studying.
“What I’ve been working on during quarantine has finally paid off by passing my California real estate exam at first try,” he wrote through Instagram. “I was so nervous that I couldn’t even sleep one minute but I did that and now I can breathe and celebrate my hard work.”
The former Playmate Playboy celebrated its achievement with a well -deserved glass of champagne.
‘Time to Wear’
Kendra Wilkinson in June 2025.
Robin l Marshall/Getty imagesA month after passing her real estate examination, Wilkinson published she joins the agency. Umansky’s luxury company got attention Beverly Hills Real House Wives During his marriage to Kyle Richards as well as on the Short -lived Netflix Docuries Buy Beverly Hills.
Wilkinson asked for a picture that has now been deleted of herself with Umansky in July 2020 through X and wrote, “So excited to join (the Agency). My new manager. Time for Werk.”
He later left the agency to join Douglas Elliman in 2021.
‘Kendra sells Hollywood’
Discovery+ Published in July 2021 it would chronicle Wilkinson real estate career in the Docuseries Kendra sells Hollywood. Each chapter followed the first Kendra on his head Star as she sold Los Angeles mansions to the Jet set.
“I’ve been on television, on magazine covers and shared all the unusual things of my personal life with my fans,” said Wilkinson at the time. “Now people can follow on my newest adventure as a real estate agent. This ‘next door girl’ is ready to compete with the big guns!”
Kendra sells HollywoodA second season moved to HBO Max before being canceled in 2023.
Early retirement?
Follow Wilkinson Hospital In 2023 for a pool attack, she announced remarkably to her followers of Instagram that she was retiring from real estate.
“My relationship with real estate is currently over and I’m on to new projects,” he wrote in May 2024. “I am wonderful and grateful for all the support and mentoring I received.”
Prepare for some real talk. Kendra Wilkinson revealed that she and her former Hugh Hefner, Crystal Hefner, will share an emotional conversation on season 2 from Kendra selling Hollywood. “We had an eye to an eye,” said the former Playboy Playmate, 37, only at Us Weekly in promoting a new Max reality season (…)
The reality star acknowledged that it had been “difficult” to win a foothold in the industry, but left the door open to follow the profession again later.
“Real estate is difficult and I might come back into it again down the line. For now, it’s a bit stressful in my life so I’m focusing on myself and children and getting my mental health well again so I have the strength to get back in with a good head,” he explained. “Love you and thank lads.”
Return
Kendra Wilkinson in October 2024.
Phillip Faraone/Getty imagesWilkinson did not remain long retired. Confirmed i People In September 2024 she was back in business following a brief barrier.
“I had a very bad day,” he explained. “So I announced that I would step away from real estate, but it was just a very bad day in my life and I should never have Instagrammed that I was probably quit, but I accidentally made an idiot so I made a huge mistake.”
Wilkinson admitted that while she had “so many deals” in the works, she found a high element of his own real estate “so stressful.”
“I want to hate real estate in public but I can’t, because I love it!” he said. “I love real estate. It’s a challenge everyday.”
The regrets of a Playboy mansion
Wilkinson secured Fox News Digital In June 2025 her business was booming again, though She had one distress of nearly two decades earlier.
“All I can say that I regret in my life is not to start my real estate career while I lived in the Playboy mansion,” Wilkinson’s joking. “As, I mean, I was surrounded by everyone, all famous, every billionaire, and what did I think? But I’m now in real estate, so I’m good.”
Getty images; Michael Kovac/Filmmagic Kendra Wilkinson shares all her support -playmates who has spoken about the late Hugh Hefner. Wilkinson, 38, said she “respected” her fellow next door at Holly Madison alums and Bridget Marquardt in an interview with people announced on Wednesday, January 17. “Time is funny because he really does (…)
Wilkinson lived in the Playboy mansion as one of the recent Hugh HefnerThree lovers – side by side Holly Madison and Marquardt Bridget -Between 2004 and 2008. He later married a ex-husband Hank at Plasy Playboy in 2009. (The former – who shares the son of Hank, 15, and his daughter Alijah, 10 – divorced in 2018.)
Playboy Mansion went on sale a year before Hefner died at the age of 97 in 2017. Hefner originally want $ 200 million for legendary properties of Los Angeles but eventually sold the mansion for only $ 100 million to Daren metropoulos In August 2016. (Hefner was allowed to live in the Plasty Plasy Plasty until his death as part of the sales agreement.)
