Relationship expert predicts future of Vanessa Trump and Tiger Woods' romance: 'They've a lot in common'

As reports of Vanessa Trump and Tiger Woods' romance emerged, relationship expert Susan Winter weighed in on its future
UPDATED MAR 15, 2025
Vanessa Trump and Tiger Woods have reportedly been dating since Thanksgiving 2024 (Getty Images)
Vanessa Trump and Tiger Woods have reportedly been dating since Thanksgiving 2024 (Getty Images)

JUPITER ISLAND, FLORIDA: A relationship expert has weighed in on the future of the romance between Vanessa Trump and Tiger Woods

It was recently revealed by the Daily Mail that President Donald Trump’s former daughter-in-law has been dating the golf legend since Thanksgiving 2024.

Vanessa Trump was previously married to the president’s eldest son, Donald Trump Jr, for 13 years, from 2005 to 2018. Woods was in a relationship with Erica Herman from 2017 to 2022.

As reports of their romance emerged, relationship expert Susan Winter, the creator of the ‘Love A La Carte Method', weighed in on the couple’s relationship and spculated whether they were in for the long haul.

Relationship expert Susan Winter weighs in on Tiger Woods and Vanessa Trump's romance

Speaking to the outlet, the New York-based relationship expert reflected on the future of Vanessa Trump and Tiger Woods’ relationship, saying, “Tiger and Vanessa have a lot in common. Their children attend the same school, they share a passion for golf, and both are seasoned public figures capable of handling the pressures of paparazzi and a scrutinizing press."

Vanessa Trump, Kai Trump and Donald Trump Jr., stand on stage before the start of the third day of the Republican National Convention at the Fiserv Forum on July 17, 2024 in Milwaukee, Wisconsin. Delegates, politicians, and the Republican faithful are in Milwaukee for the annual convention, concluding with former President Donald Trump accepting his party's presidential nomination. The RNC takes place from July 15-18. (Photo by Chip Somodevilla/Getty Images)
Vanessa Trump, Kai Trump, and Donald Trump Jr stand on stage before the start of the third day of the Republican National Convention at the Fiserv Forum on July 17, 2024, in Milwaukee, Wisconsin (Chip Somodevilla/Getty Images)

As reported by the outlet, Vanessa and Donald Trump Jr's eldest daughter Kai, 17, and Woods' children Charlie, 16, and Sam, 17, attend the same school - The Benjamin School.

Winter added, "Celebrities and public figures must have a tremendous capacity for resilience in order to withstand the intrusion upon their personal lives," before adding, "Both Tiger and Vanessa are well equipped for this journey."

She further added that since both of them have been in the public eye for years, they are well capable of handling their relationship publicly. 

Kai Trump (L) and Tiger Woods arrive to the course during the final round of The Genesis Invitational 2025 at Torrey Pines Golf Course on February 16, 2025 in La Jolla, California. (Photo by Michael Owens/Getty Images)
Kai Trump and Tiger Woods arrive on the course during the final round of The Genesis Invitational 2025 at Torrey Pines Golf Course on February 16, 2025, in La Jolla, California (Michael Owens/Getty Images)

"Dating someone who can successfully navigate their way through the gossip columns and maintain their composure is a smart choice for ally and partner," she noted, before explaining, "Their shared experience provides a unique foundation for a solid relationship to flourish— if all the other values and romantic goals align."

Tiger Woods and Vanessa Trump are not living together yet

Previously a source shared with Daily Mail that Tiger Woods and Vanessa Trump both still maintain separate residences and live in the Palm Beach area of Florida, adding that both of their families also know about their budding romance. 

WASHINGTON, DC - APRIL 02:  (AFP OUT) Vanessa Trump, wife of Donald Trump Jr., attends the 140th ann
Vanessa Trump attends the Easter Egg Roll on the South Lawn of the White House in Washington, DC, on Monday, April 2, 2018 (Getty Images)

"Tiger and Vanessa have been seeing each other since just before Thanksgiving," shared the source, before adding, "She comes to his place on Jupiter Island. They’re not living together. She comes over maybe a few nights a week."

ORLANDO, FLORIDA - DECEMBER 20: Tiger Woods of the United States plays his shot from the second tee
 Tiger Woods plays his shot from the second tee during the final round of the PNC Championship at the Ritz-Carlton Golf Club Orlando on December 20, 2020 in Orlando, Florida (Getty Images)

"They just love hanging out, having dinner, and schmoozing together," continued the tipster, shedding light on their blossoming relationship. "They’re sticking close to home, have decided not to make it a thing and go out in public. Not just yet anyway," the mole added. 

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