Vanessa Trump has been a familiar name in high society for years—first as a model, then as the wife of Donald Trump Jr., and now as the new romantic partner of golf legend Tiger Woods. Woods confirmed their relationship in a heartfelt social media post in March 2025, sparking fresh public interest in Vanessa’s life.

Early Life

Vanessa Kay Pergolizzi was born on December 18, 1977, in New York City. She was raised in Manhattan’s Upper East Side, one of the most affluent neighborhoods in the country.

Her mother, Bonnie Haydon, was a successful model agency owner, exposing Vanessa to the world of fashion and luxury at an early age. Her stepfather, Charles Haydon, was a high-profile lawyer whose clientele included some of Hollywood’s biggest names, such as Marilyn Monroe.

She attended the prestigious Dwight School in New York, a private institution known for educating the city’s elite. After graduating, she enrolled at Marymount Manhattan College, where she continued her studies while preparing for a career in modeling.

Modeling and Entertainment Career

Vanessa quickly found success in the fashion world, signing with Wilhelmina Models, one of the top agencies in the industry. She appeared in print advertisements and walked the runway for major brands throughout the 1990s and early 2000s.

In 2003, she made her Hollywood debut with a small role in the romantic comedy Something’s Gotta Give, which starred Jack Nicholson and Diane Keaton. Though her acting career did not take off, she remained a fixture in elite social circles.

Business Ventures

Beyond modeling, Vanessa also pursued business endeavors.

• In 2003, she and her sister Veronika co-founded a Manhattan nightclub, aiming to cater to high-end clientele.
• In 2010, she launched her luxury handbag line, La Poshett, which remained active until 2013.

These ventures showcased her entrepreneurial spirit, though she eventually stepped away from business to focus on family life.

High-Profile Relationships and Marriage to Donald Trump Jr.

Vanessa’s personal life has always intrigued the public, with multiple high-profile relationships before her marriage.

Past Relationships

• As a teenager, she was reportedly involved in a relationship with Valentin Rivera, a member of the Latin Kings gang, before moving on to more high-profile romances.
• In 1998, she was briefly linked to Hollywood superstar Leonardo DiCaprio during the height of his fame.
• From 1998 to 2001, she dated Saudi Prince Khalid bin Bandar bin Sultan Al Saud, a member of the Saudi royal family.

Marriage to Donald Trump Jr.

Vanessa’s most publicized relationship began when she met Donald Trump Jr., the eldest son of former President Donald Trump, at a 2003 fashion event. They reconnected later that year and started dating seriously.

On November 12, 2005, the couple married in a lavish ceremony at Mar-a-Lago, the Trump family’s famous Palm Beach estate. The event was attended by numerous high-profile figures, including Donald Trump himself.

Over the next decade, the couple welcomed five children:

1. Kai Madison Trump (born 2007)
2. Donald John Trump III (born 2009)
3. Tristan Milos Trump (born 2011)
4. Spencer Frederick Trump (born 2012)
5. Chloe Sophia Trump (born 2014)

Despite their seemingly happy marriage, cracks began to show, and in March 2018, Vanessa filed for an uncontested divorce. The separation was finalized later that year. Sources close to the couple stated that Vanessa prioritized her children’s well-being and chose to avoid the political limelight, unlike some members of the Trump family.

Vanessa Trump’s Romance with Tiger Woods

After maintaining a low profile for several years, Vanessa Trump re-emerged in the headlines when Tiger Woods confirmed their relationship in March 2025. The golf legend posted photos of the two together on X (formerly Twitter) and Instagram, writing:

“Love is in the air, and life is better with you by my side! We look forward to our journey through life together.”

He also requested privacy for their loved ones as they begin this new chapter.

How Did Vanessa Trump and Tiger Woods Meet?

Reports suggest that the two have known each other for over a year and quietly began dating in late 2024. They bonded over their children’s shared interest in golf:

• Vanessa’s daughter Kai Trump is a rising star in junior golf and has committed to play at the University of Miami.
• Tiger’s son Charlie Woods has followed in his father’s footsteps, playing at U.S. Open qualifiers and participating in PGA Tour-sponsored events.
• Both Kai and Charlie attend The Benjamin School in Palm Beach, Florida, further strengthening the connection between their families.

Public Appearances Together

Before their relationship was officially confirmed, Vanessa and Tiger were spotted together multiple times:

• February 2025: Woods was seen with Kai Trump at the Genesis Invitational, a tournament he hosts.
• March 2025: Vanessa and Kai attended a TGL match, the innovative golf league co-founded by Woods and Rory McIlroy.
• March 2025: The couple was seen at Torrey Pines in San Diego, where Woods was hosting an event.

Speculation intensified before Woods’ announcement, which mirrored his approach in 2013 when he and Lindsey Vonn confirmed their relationship through a social media post.

What’s Next for Vanessa Trump?

With her name back in the headlines, Vanessa Trump is stepping into the public eye once more. However, she has largely stayed out of the political spotlight and prioritized her role as a mother.

As for her relationship with Woods, sources close to the couple suggest that they are taking things one step at a time while balancing their family commitments. Given Woods’ long history of media scrutiny, it remains to be seen how their relationship will unfold in the public sphere.

One thing is certain: Vanessa Trump’s journey—from socialite to businesswoman, mother, and now the partner of one of the greatest athletes of all time—continues to captivate public interest.

( Q & A )

1. How old is Vanessa Trump?

Vanessa Trump was born on December 18, 1977, making her 47 years old as of 2025.

2. Who is Vanessa Trump?

Vanessa Trump is an American socialite, former model, actress, and entrepreneur. She gained widespread recognition as the ex-wife of Donald Trump Jr., the eldest son of former President Donald Trump.

3. How many children does Vanessa Trump have?

Vanessa Trump has five children with Donald Trump Jr.: Kai Madison, Donald John III, Tristan Milos, Spencer Frederick, and Chloe Sophia.

4. What is Vanessa Trump’s professional background?

She began her career as a fashion model, working with Wilhelmina Models. She also made an acting appearance in the 2003 romantic comedy Something’s Gotta Give. In 2010, she launched her own luxury handbag line, La Poshett.

5. Who is Vanessa Trump dating now?

As of March 2025, Vanessa Trump is reportedly in a relationship with golf legend Tiger Woods. Woods confirmed their relationship in a social media post, sharing photos of the couple together.

6. Where did Vanessa Trump grow up?

Vanessa Trump was raised in Manhattan’s Upper East Side, one of the most affluent neighborhoods in New York City.

7. What is Vanessa Trump’s educational background?

She attended the Dwight School in Manhattan, a prestigious private institution, and later studied psychology at Marymount Manhattan College.

8. What is Vanessa Trump’s ethnicity?

Vanessa Trump has a mixed heritage. Her mother is of Danish and Swedish descent, and her stepfather was Jewish.

9. Has Vanessa Trump been involved in any business ventures?

Yes, she co-founded a Manhattan nightclub called Sessa with her sister in 2003. In 2010, she launched a handbag brand, La Poshett, which was active until 2013.

10. What is Vanessa Trump’s connection to the Trump family?

Vanessa Trump was married to Donald Trump Jr. for 12 years, from 2005 to 2018. During their marriage, she became an integral part of the Trump family but largely stayed out of politics.