Inside the relationship of billionaire venture capitalist Josh Kushner and model Karlie Kloss, the power couple with unconventional ties to Trump

• Billionaire entrepreneur Josh Kushner is married to supermodel and coding advocate Karlie Kloss.
• Kushner’s brother is Jared Kushner, Donald Trump’s son-in-law and a former White House advisor.
• Kushner and Kloss have each revealed they didn’t vote for Donald Trump in the 2016 election.

Model Karlie Kloss and venture capitalist Josh Kushner may seem like an odd pairing on the surface, but they’ve been together since 2012 and have become partners in both life and business.

The couple has kept their relationship under the radar since they first started dating. Kloss and Kushner got married in October 2018 and held a second Western-themed wedding eight months later. They welcomed their third child in September.

Kushner also happens to be the younger brother of former White House advisor Jared Kushner, whose father-in-law is President Donald Trump. Josh and Jared Kushner’s father, real estate developer Charles Kushner, became the US ambassador to France earlier this year.

Charles Kushner was also pardoned by Trump in 2020. He pleaded guilty to tax evasion, retaliating against a federal witness, and one count of lying to the FEC in 2005 and served two years in prison. As chairman of Kushner Companies, Charles Kushner admitted to filing false tax returns and recruiting a prostitute to seduce the husband of his sister, who cooperated with authorities, and film the encounter.

Although Kushner and Kloss haven’t publicly spoken out against Trump, they have said they didn’t vote for him in the 2016 election.

Here’s a look at the relationship between Josh Kushner and Karlie Kloss, including their real-estate portfolio and ties to Donald Trump.

Editor’s note: This story was originally published in March 2018. It was last updated in 2025.

Josh Kushner, 40, founded a venture capital firm called Thrive Capital in 2009 that helped make him a billionaire.

Thrive Capital has made some of its biggest investments in tech startups like grocery delivery service Instacart, stock-trading app Robinhood, and insurance company Lemonade, according to PitchBook.

Because of his investments, Kushner sits on the boards for shaving product maker Harry’s and wedding planning platform Zola.

The firm has also invested in companies like Instagram, Stripe, and ClassPass.

Kushner’s savvy investments have made him a billionaire with an estimated net worth of $5.2 billion, Forbes reported in September. Thrive Capital was valued at $5.3 billion in January 2023 and reportedly manages about $25 billion in assets.

Kushner has also helped start two companies.

He cofounded health-insurance startup Oscar in 2012 and real-estate investment company Cadre in 2014.

Oscar, which aims to use tech to provide a more consumer-friendly insurance option, secured $375 million from Alphabet, Google’s parent company, in 2018.

Meanwhile, Cadre was valued at $800 million in 2019, according to Forbes. Kushner founded it with his brother, Jared Kushner.

Meanwhile, 33-year-old Karlie Kloss began working as a model in her teenage years and went on to become a coding advocate.

Kloss skyrocketed to prominence as a Victoria’s Secret Angel and became one of the highest-paid supermodels in the industry, Forbes reported.

She also runs a free coding camp for girls. In 2015, Kloss started Kode With Klossy, a charity that encourages girls to get involved in coding and tech.

Kloss and Kushner met and began dating in 2012.

On June 8, 2016, Kloss shared a photo on X, formerly known as Twitter, of her and Kushner revealing that she had met Kushner exactly four years before, placing their first encounter on June 8, 2012, although it’s not known exactly how they met.

Their relationship became public when Kushner was spotted on Kloss’ arm at a Victoria’s Secret Fashion Show after-party in November 2012, Us Weekly reported.

They have tried to keep their relationship relatively private since then.

In 2013, Kloss said she appreciates Kushner is “so not in fashion” in an interview with People.

“It’s really refreshing to leave all the fashion shows and shoots and chaos totally behind,” Kloss told People magazine.

Kloss deflected questions about her relationship in a 2016 interview with Elle.

Elle magazine’s Lotte Jeffs asked Kloss if she and Kushner have a “no phones in the bedroom” rule. Kloss answered by shaking her head and saying, “I keep my phone pretty close to me.” She added that she tries to digitally detox once a week.

When asked if technology ever causes arguments in their relationship, Kloss “deftly deflects the question,” Jeffs wrote.

The couple has largely avoided talking about politics, which is notable given their ties to the Trump family.

Kushner is the younger brother of Jared Kushner, son-in-law to former president Donald Trump and former senior White House advisor.

Josh Kushner told Forbes in April 2017 that he and Jared Kushner spoke every day, but refused to comment for an Esquire article about his brother in 2016 because he “did not want to say anything that might embarrass him.”

However, the couple has publicly stated they didn’t vote for Trump in 2016.

Kloss posted a photo of herself on Instagram in November 2016 filling out an absentee ballot. She included the hashtag #ImWithHer in support of Clinton.

Kushner’s spokesperson told Esquire he’s a lifelong Democrat and that he didn’t vote for Trump.

“It is no secret that liberal values have guided my life and that I have supported political leaders that share similar values,” Kushner told Forbes in 2017.

Neither Kushner nor Kloss attended Trump’s inauguration in 2017. Instead, Kushner was spotted at the Women’s March in Washington, DC, that weekend.

Kushner told other marchers he was there to observe, The Washingtonian reported.

Kloss also posted a photo on Instagram from the same Women’s March, along with an Audre Lorde quote: “Women are powerful and dangerous.”

In a 2018 interview with Vogue, Kloss distanced herself from the Trump family’s political views.

“At the end of the day, I’ve had to make decisions based on my own moral compass — forget what the public says, forget social media,” Kloss told Vogue. “I’ve chosen to be with the man I love despite the complications.”

Kloss also pointed out the sexism in the questions she’s frequently asked about her relationship with Kushner.

“It’s frustrating, to be honest, that the spotlight is always shifted away from my career toward my relationship,” she said. “I don’t think the same happens in conversations with men.”

Kloss and Kushner have also shown their support on social media for gun control.

The couple was spotted in March 2018 at the anti-gun-violence March for Our Lives protest in Washington, DC.

Kloss and Kushner didn’t hide their presence at the march: They posted photos on Instagram from the March for Our Lives rally. A few weeks earlier, Kushner made a $50,000 donation to the anti-gun-violence group, Axios reported.

While Trump’s first presidency was unpopular in Silicon Valley, Kushner’s proximity to the White House didn’t appear to slow his career as an investor.

“There is a lot of discussion in the Valley about political tests on both who you’ll take money from and who you’ll work with,” the venture capitalist Marc Andreessen told Forbes in 2017. “Having said that, I haven’t yet seen an instance of anyone hesitating to take money from Josh because of the affiliation with his brother.”

In July 2018, Kloss and Kushner got engaged after six years of dating.

Kushner proposed “during a romantic weekend together in upstate New York,” People magazine reported at the time.

“I love you more than I have words to express,” Kloss captioned a photo on X announcing their engagement. “Josh, you’re my best friend and my soulmate. I can’t wait for forever together. Yes a million times over.”

Kloss converted to Judaism shortly before getting engaged to Kushner, who is Jewish.

Kloss confirmed she had converted to Judaism in a March 2019 appearance on Andy Cohen’s “Watch What Happened Live.”

The couple got married in October 2018 in upstate New York.

The wedding was a small Jewish ceremony with fewer than 80 people in attendance, including Jared Kushner and Ivanka Trump.

“So much love for you both as you begin forever together,” Ivanka Trump wrote in a post on X.

Kloss wore a custom Dior wedding gown with lace sleeves and a flowing train.

“The wedding was intimate and moving,” a friend at the ceremony told People magazine. “The couple was beaming with happiness.”

In June 2019, the couple held a second wedding celebration at a ranch in Wyoming.

Kushner and Kloss’ second wedding celebration was held at Brush Creek Ranch, an all-inclusive ranch resort near the Wyoming-Colorado border. The weekend included activities such as horseback riding, paintball, and off-road ATVing.

Photos shared from the wedding show that guests wore Western-themed outfits instead of traditional gowns and tuxedos. Attendees included Diane Von Furstenberg, Orlando Bloom, Katy Perry, Ellie Goulding, Princess Beatrice, and Ashton Kutcher.

Kloss and Kushner’s relationship was publicly flamed on a 2020 episode of “Project Runway,” which Kloss hosted for two seasons.

Brandon Maxwell, a judge on the fashion design reality competition show, criticized contestant Tyler Neasloney’s creation. The assignment had been to design a look for Kloss to wear to a fashion event in Paris, but Maxwell told Neasloney that he couldn’t see Kloss wearing the outfit “anywhere.”

“Not even to dinner with the Kushners?” Neasloney replied, eliciting gasps from other contestants.

“Keep it to the challenge,” Kloss responded. “You really missed the mark here, on all accounts.”

When asked about the viral moment on “Watch What Happens Live” with Andy Cohen, Kloss said, “the real tragedy of this whole thing is that no one is talking about how terrible that dress was.”

She added: “Andy, I’m sure I’m not the only person in this country who does not necessarily agree with their family on politics. I voted as a Democrat in 2016 and I plan to do the same in 2020.”

The couple welcomed two sons in 2021 and 2023.

Kloss and Kushner welcomed their first child, Levi, in March 2021.

Kloss revealed her second pregnancy on the red carpet of the 2023 Met Gala while wearing a black Loewe dress designed by Jonathan Anderson. Their son Elijah was born a few months later in July 2023.

In March, Kloss announced her third pregnancy with maternity photos on Instagram captioned “Three’s a party.” In a statement to Vogue confirming her pregnancy, Kloss said that “Josh and I are incredibly grateful for this blessing.”

During the 2024 election cycle, Kushner and Kloss each contributed to Democratic causes.

According to Federal Election Commission data, Kushner contributed $150,000 in February 2024 and an additional $100,000 in April 2024 to Growth Democrats, a political action committee.

Kloss also donated a total of $13,200 to Democratic congressional campaigns in 2024. She gave $3,300 each to Lucas Kunce and Debbie Mucarsel-Powell’s Senate races and Whitney Fox and Rep. Darren Soto’s House races, FEC data shows.

In 2024, Kushner and Kloss bought Life magazine and announced their plans to revive the iconic photography publication.

Kushner and Kloss bought the publication rights to Life magazine through Bedford Media, their media startup that also acquired i-D Magazine. They plan to revive the brand as both a print and digital publication.

“We see Life as an uplifting and unifying voice in a chaotic media landscape,” Kloss, who serves as CEO of Bedford Media, said in a statement. “While Bedford is a new media company, we are deeply inspired by Life’s iconic legacy and ability to connect diverse audiences with universal narratives of humanity.”

They also purchased a $29.5 million beachfront house in Malibu.

The six-bedroom home is known as Wave House because its architect, Harry Gesner, designed the exterior to look like cresting waves. It was previously owned by Rod Stewart and Mo Ostin, a record executive who signed artists including Jimi Hendrix, Prince, and Madonna.

In June, the couple attended Jeff Bezos and Lauren Sánchez Bezos’ star-studded wedding.

Bezos and Sánchez Bezos tied the knot in a lavish wedding celebration held on the Venetian island of San Giorgio Maggiore.

Other notable names in attendance included Kim Kardashian, Bill Gates, and Jared Kushner and Ivanka Trump.

They welcomed a baby girl in September.

Kushner announced the birth of their third child, a daughter named Rae Florence, in an Instagram post.

Kloss occasionally shares photos of Kushner on Instagram, where she has 12.3 million followers, but she doesn’t show her children’s faces.

Kloss has posted photos of the couple traveling the world and celebrating Kushner’s birthday, but she doesn’t share much else about their relationship. She also keeps the faces of her young sons hidden in photos.

“I know in my life what really matters to me,” Kloss said in an interview with Harper’s Bazaar in 2018. “I’m not trying to hide that from the world. I just really like having a more private life.”

Read the original article on Business Insider

The post Inside the relationship of billionaire venture capitalist Josh Kushner and model Karlie Kloss, the power couple with unconventional ties to Trump appeared first on Business Insider.