
Rachel Uchitel announces her engagement to Dan Donovan, just days after Tiger Woods officially confirms his new girlfriend Vanessa Trump.
Just days after Woods, 49, officially confirmed his relationship with girlfriend Vanessa Trump on social media, Uchitel, 50, revealed she’s now engaged to her boyfriend, Dan Donovan.
On March 28 Uchitel and Woods announced their engagement through an Instagram post showing her joyfully displaying her radiant-cut diamond ring with melee diamonds set in a slim band.
The post simply declared “This happened and I am engaged.”
Uchitel now celebrates a happy milestone that stands opposite her public scandal from ten years ago when Woods’s affair became news.
The public learned of Woods’ 15 major championship wins through his affair with Uchitel which started the downfall of his reputation.
Rachel states she encountered Tiger Woods for the first time when she was involved with baseball star Derek Jeter.
“I first met Tiger Woods – I was dating Derek Jeter – and Tiger was sleeping over at Derek’s house,” Rachel said on an episode of the Juicy Scoop podcast in 2023.

“He was just a buddy… and we just became friendly. So that’s how I originally met him in Manhattan. I met him a couple of times in the nightclubs through other people and he would come in or whatever.”
The media frenzy thereafter was relentless, and Uchitel’s private life was splashed across headlines worldwide.
Uchitel not so long ago told Us Weekly she suffered from a “love addiction” when it came to her romance with Woods back in the day.
“I will say that this is a very real thing that I think people don’t have awareness about,” Uchitel told the publication following part one of the Tiger documentary that aired on HBO Max in November 2023.
The media frenzy thereafter was relentless, and Uchitel’s private life was splashed across headlines worldwide.
Uchitel not so long ago told Us Weekly she suffered from a “love addiction” when it came to her romance with Woods back in the day.
“I will say that this is a very real thing that I think people don’t have awareness about,” Uchitel told the publication following part one of the Tiger documentary that aired on HBO Max in November 2023.
It’s where people mistake intensity for love and people sort of look to someone else to gain credibility for not feeling credible inside.”
In the years since, Uchitel has openly reflected on the fallout and the challenges of rebuilding her life in the public eye.
Woods was married to Elin Nordegren when he was first accused of having secret love affairs with multiple women, one of which included Uchitel.
The scandal would lead to the end of Woods’ six-year marriage to Elin in 2010.
Woods and Elin share two children – Samantha Woods, 17, and Charlie Woods, 16.
The successful businessman Dan Donovan established both security firms Stratoscope and Ingressotek.
Despite being known for his quiet approach to business Donovan posted the news of his engagement on social media with an emotional message.
“She said Yes!.” He shared the picture of his engagement ring and declared “Something shiny for the most amazing woman!!”
Donovan proposed marriage to Rose at the Rosewood Miramar Beach in Montecito California on an oceanfront elevated patio beside a burning fireplace.
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