Is Vanessa Trump Dating? Explore Personal Life, Relationship & Net Worth

In an unexpected twist that has both sports and political circles buzzing, Tiger Woods, 49, and Vanessa Trump, 47, have reportedly been dating for several months. While their connection may seem unexpected at first glance, both share a history of high-profile relationships, and their mutual love for golf only adds another layer to the intrigue.

A Love Story on the Green?

Woods, a legendary golfer with five Masters wins and four PGA Championships, has long been one of the most recognizable faces in sports. His romantic life has often been as eventful as his career, from his marriage and divorce with Elin Nordegren to high-profile relationships with Lindsey Vonn and Erica Herman. Vanessa, on the other hand, is best known for her 12-year marriage to Donald Trump Jr., which ended in 2018. The former couple, however, has remained on good terms as they co-parent their five children.

Though neither Woods nor Vanessa has publicly addressed their relationship, multiple sources confirm that the two have been quietly seeing each other. While former President Donald Trump and Donald Trump Jr. have yet to comment, Trump has been vocal in the past about his admiration for Woods, calling him a “great guy” and awarding him the Presidential Medal of Freedom in 2019.

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Vanessa Trump: More Than Just a Famous Last Name

Born Vanessa Haydon, she grew up on Manhattan’s Upper East Side, raised by her mother Bonnie Haydon, who ran a modeling agency, and her father Charles Haydon, a lawyer. Vanessa attended the Dwight School before studying at Marymount Manhattan College. While she has long been part of the New York socialite scene, her ambitions stretched beyond simply being a public figure.

She dabbled in acting—making an appearance in the opening credits of Something’s Gotta Give (2003)—and was signed with Wilhelmina Models in the early 2000s. She also launched her handbag brand, La Pochett, in 2011, which was briefly celebrated by her then-sister-in-law, Ivanka Trump. However, in recent years, Vanessa has dedicated most of her time to raising her children. Her Instagram bio reads: “Balancing motherhood of 5 amazing kiddies!”—a testament to her focus on family.

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Vanessa’s Net Worth & Family Wealth

While Vanessa has mostly stayed out of the business world since her divorce, her financial situation remains a topic of speculation. Although her personal net worth isn’t publicly confirmed, her former father-in-law, Donald Trump, has assets valued at $6.1 billion as of late 2024, according to Forbes.

Her daughter Kai Trump, a rising golf star, is already making financial waves. Currently ranked among the top 200 female golfers in Florida, Kai has a $1.2 million NIL valuation for college sports, even though she won’t begin college until 2026. It’s clear that talent—and wealth—runs deep in the family.

Tiger Woods’ Complicated Relationship History

Woods has never been a stranger to public scrutiny, especially when it comes to his relationships. His divorce from Elin Nordegren in 2010 was one of the most publicized in sports history, following revelations of infidelity. The couple shares two children, Sam (17) and Charlie (16), and have maintained an amicable co-parenting relationship.

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After his marriage ended, Woods had a highly publicized romance with Olympic skier Lindsey Vonn, which lasted from 2012 to 2015. He was most recently in a five-year relationship with Erica Herman, who managed his restaurant, The Woods Jupiter. Their split in 2022 led to a $30 million lawsuit, with Herman claiming she was “tricked” into leaving their shared home. However, the lawsuit was dropped in July 2023.

What’s Next for Tiger and Vanessa?

While neither Woods nor Vanessa have publicly confirmed their relationship, they seem to be enjoying each other’s company. Both are parents navigating co-parenting while balancing public lives. And given Woods’ $800 million net worth as of 2025, the golf legend is more than financially secure—though it remains to be seen how serious this new romance will become.

One thing’s for sure: whether on the golf course or in the world of high-profile relationships, Tiger Woods never fails to keep people guessing.

What do you think about Tiger Woods and Vanessa Trump’s new relationship? Let us know in the comments!