Rachel Uchitel Engaged to Dan Donovan: A New Chapter in Her Life
Rachel Uchitel, known for her high-profile affair with Tiger Woods in 2009, has announced her engagement to her boyfriend, Dan Donovan. The news came just days after her ex, Tiger Woods, confirmed his relationship with Vanessa Trump, adding an interesting twist to the unfolding events.
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The Engagement Announcement
On March 28, 2025, Rachel Uchitel shared her joyful news with her followers via Instagram. Posting a series of pictures from the romantic proposal, she showed off her stunning emerald-cut engagement ring and shared her excitement with the world. The engagement took place during a serene evening at Rosewood Miramar Beach in Santa Barbara, California, with the couple embracing near a crackling fire as the ocean provided a perfect backdrop.
"So this happened... 💍💥❤️ #engaged," Uchitel captioned the images, including moments of her kissing and hugging Donovan after he popped the question.

Rachel Uchitel Shows off her Engagement Ring.
Who is Dan Donovan?
Dan Donovan, who is the founder of event management service Stratoscope, has been a supportive partner to Uchitel, often praising her on social media. He too shared his excitement in an Instagram post, where he shared one of the engagement photos, writing, "She brings me to my knee!"
While the couple has been relatively private about their relationship, Uchitel began commenting on Donovan's posts in September 2024, hinting at the beginnings of their romance. The couple's engagement marks a new chapter in Uchitel's life, bringing happiness and love after several tumultuous years.

The Miss Understood with Rachel Uchitel podcast host, 50, announced her engagement to her boyfriend, Dan Donovan,
A New Beginning After a Tumultuous Past
Rachel Uchitel’s journey to this engagement has been far from conventional. She was previously engaged to James Andrew O'Grady, who tragically died in the September 11 attacks. Following this, Uchitel experienced two marriages, one to Wall Street trader Steven Ehrenkranz and another to former football player Matt Hahn, which ended in divorce in 2014.
Uchitel’s relationship with Tiger Woods made global headlines, and she found herself at the center of a media storm after their affair was exposed. Despite the fallout, Uchitel has moved forward, embracing her new relationship and future with Donovan.

The proposal appears to have taken place in the evening at Rosewood Miramar Beach in Montecito, California.
Tiger Woods' Public Romance with Vanessa Trump
Uchitel's announcement comes just days after Tiger Woods made his relationship with Vanessa Trump official. Woods, who had been notoriously private about his love life since his public scandal, shared a series of photos with Trump, revealing the couple’s happiness together. Their relationship had been rumored for months before Woods confirmed it on social media.
Woods’ connection with Vanessa Trump, the ex-wife of Donald Trump Jr., adds an interesting layer to this story, especially considering Uchitel’s history with the Trump family. Despite their past, Uchitel seems to have found her happiness, and her engagement to Donovan reflects a fresh start.

Tiger Woods confirms relationship with Donald Trump’s former daughter-in-law Vanessa Trump
Rachel Uchitel’s Reflections on Love
Uchitel shared her thoughts on love and relationships with DailyMail.com, acknowledging her past struggles with finding the right partner. "After losing a fiancé tragically when I was in my 20s, then picking the wrong men, for one reason or another most of my life, I finally feel like I have a love story," she said. This engagement marks a turning point for Uchitel, who has gone through considerable heartache to find lasting love with Donovan.
A Bright Future Ahead
As Uchitel and Donovan look forward to their future together, fans and followers continue to share their congratulations and well-wishes. The couple’s engagement represents not just the beginning of a new chapter, but also a victory over the difficult and often public struggles of Uchitel’s past.
What’s Next for Rachel Uchitel?
As Rachel Uchitel embraces a new beginning with Dan Donovan, the public can't help but reflect on how narratives evolve—from scandal to second chances. In a media world quick to define someone by their past, Uchitel's story challenges us to consider: Can love truly rewrite the script, or will the past always have a starring role?
People Also Ask
Who is Rachel Uchitel engaged to?
Rachel Uchitel is engaged to Dan Donovan, the founder of Stratoscope, an event management service.
How did Rachel Uchitel and Dan Donovan meet?
The couple began publicly engaging on social media in September 2024, with their relationship blossoming from there.
What was Rachel Uchitel’s affair with Tiger Woods?
Rachel Uchitel was at the center of a major scandal in 2009 when it was revealed she had an affair with professional golfer Tiger Woods, who was married to Elin Nordegren at the time.
How did Tiger Woods react to Rachel Uchitel’s engagement?
It is unclear how Tiger Woods feels about Uchitel's engagement to Dan Donovan, but the announcement comes shortly after Woods confirmed his own relationship with Vanessa Trump.
What does Rachel Uchitel do now?
Rachel Uchitel currently hosts the "Miss Understood" podcast, where she shares her experiences and personal stories, offering insights into her life and career.
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