Rachel Uchitel's $1M Diamond Wedding: Ex-Tiger Woods Mistress Marries CEO
Rachel Uchitel's Lavish New Year's Eve Wedding

Just days into 2026, podcast host Rachel Uchitel may have already set the bar for the year's most extravagant celebrity wedding. The 50-year-old, who became infamous as the original mistress in the Tiger Woods scandal, exchanged vows with 58-year-old security CEO Dan Donovan in a spectacular New Year's Eve ceremony at her stunning Palm Beach home.

A Million-Dollar Bridal Look and Star-Studded Guest List

The blushing bride made a dazzling entrance, adorned in an estimated $1 million worth of diamonds and jewellery, sourced from Nini Jewels and the renowned Watch King, Moshe Haimoff. She said 'I do' in front of 130 guests, a list that read like a who's who of American reality TV and entertainment.

Celebrity friends in attendance included former Real Housewives stars Jill Zarin and Kelly Dodd—the latter attended with her Newsmax host husband, Rick Leventhal. Comedian Heather McDonald, radio personality Paige Davis, and MTV star Bam Margera also joined the festivities.

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Planning Drama and a 'Last Wedding' Spectacular

To execute her vision for the lavish three-day nuptials, Uchitel ultimately enlisted top-tier talent: luxury wedding planner Danielle Elder from Classic Events NYC and acclaimed event designer Lewis Miller, whose past clients range from Meghan Markle to fashion houses Chanel and Ralph Lauren. This decision came after Uchitel fired two previous planners for failing to meet her exacting standards.

"I am not bridezilla in the slightest, but I am a New Yorker at heart and I have high standards," Uchitel told the Daily Mail in October. "This is going to be my last wedding and I want it done right." The bride, who has been married twice before, emphasised her desire for a spectacular event for her travelling guests.

For the ceremony, Uchitel wore a gown by designer Oksana Mukha and walked down the aisle to a version of 'Can't Help Falling In Love'. Officiating was motivational speaker and 'celebrity comeback coach' Tim Storey, a close friend who also walked her down the aisle.

A New Beginning After a Turbulent Past

The wedding marked a profound new chapter for Uchitel, whose personal life has been intensely scrutinised. She tragically lost her first fiancé in the 9/11 attacks and later had a highly publicised affair with Tiger Woods in 2009. She described meeting Donovan on a dating app, where a platonic friendship blossomed into romance.

"I didn't think it would happen for me, especially over 40 and with a child," she admitted, reflecting on finding love with the founder of four companies. Donovan proposed in March with a 10.5-carat diamond ring chosen with help from Uchitel's 12-year-old daughter, Wyatt.

The celebration began with a welcome party at Palm Beach's five-star hotel, The Breakers, and included an excursion on Donovan's 48-foot yacht. Uchitel told People that New Year's Eve "symbolizes new beginnings, which felt perfectly aligned with our story." As she rings in 2026 as a married woman, it appears Rachel Uchitel has finally found her happily ever after.

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