What Happened to Vanessa Trump?

Vanessa Kay Pergolizzi was born on December 18, 1977, in New York City, growing up in an affluent Upper East Side townhouse. Her early career included modeling for Wilhelmina Models and a small role in the 2003 film 'Something's Gotta Give'. She also co-owned a nightclub called Sessa and launched a handbag line, La Poshett, from 2010 to 2013.

Her public profile significantly rose after she began dating Donald Trump Jr. in 2003, leading to their marriage on November 12, 2005, at Mar-a-Lago in Florida. During their 12-year marriage, they had five children: Kai, Donald III, Tristan, Spencer, and Chloe. Vanessa often embraced a role as a stay-at-home mother, prioritizing her family.

A pivotal moment in Vanessa Trump's financial independence came in 2017 when her family received a substantial windfall. Her stepfather, Charles Haydon, had invested $1 million in Rao's commercial pasta sauce business in 1992, securing a 30% stake. Upon his death, this stake was divided between Vanessa and her mother. When the Rao's brand was acquired for $415 million in 2017, Vanessa's 15% share was estimated to be worth approximately $62 million before taxes, earning her the nickname 'marinara millionaire'. This significant inheritance reportedly influenced her decision to file for divorce.

On March 15, 2018, Vanessa filed for an uncontested divorce from Donald Trump Jr. in New York. While initially reported as uncontested, later reports suggested some disputes, particularly regarding financial matters. However, they resolved child custody issues by July 2018, and the divorce was finalized by the end of that year. Despite the separation, they have maintained an amicable co-parenting relationship and Vanessa has occasionally attended Trump family events.

In late 2024, rumors began circulating about Vanessa Trump dating professional golfer Tiger Woods. Their relationship became public in March 2025 when Woods confirmed it via an Instagram post, stating, "Love is in the air and life is better with you by my side!" The couple reportedly bonded over their children attending the same school in Palm Beach, Florida, and their shared interest in golf, as Vanessa's eldest daughter, Kai, is an avid golfer.

As of March 25, 2026, Vanessa Trump and Tiger Woods continue their relationship. They were seen together at Woods' 50th birthday celebration in January 2026 and most recently at the TGL finals in Palm Beach Gardens, Florida, on March 23-24, 2026, where Woods received a hug from her. Vanessa remains focused on her children and her private life, occasionally appearing at public events in support of Woods.