Tiger Woods’ past is back in the spotlight, but this time, it’s Rachel Uchitel stealing the show. Known for her role in Woods’ infamous 2009 affair scandal, Uchitel recently announced her engagement to boyfriend Dan Donovan.
The news dropped days after Woods confirmed his relationship with Vanessa Trump, sparking chatter about the uncanny timing.
The proposal happened at the upscale Rosewood Miramar Beach in Santa Barbara. Donovan, founder of event management firm Stratoscope, proposed on a private balcony with ocean views. Uchitel shared the moment on Instagram, flaunting her emerald-cut engagement ring alongside sunset photos and a caption declaring her joy. “I’m in love and ready for this,” she wrote.
In 2009, Woods’ year-long affair with Uchitel rocked the sports and entertainment scenes. Married at the time, the golf legend faced a media storm that defined a decade of celebrity scandals. Since then, Uchitel has maintained a low profile. Her engagement news has reignited interest, especially as it aligns with Woods’ latest chapter.
Tiger Woods’ ex-mistress Rachel Uchitel engaged days after golfer confirms Vanessa Trump romance https://t.co/r5SrdHDF2d pic.twitter.com/gmhPDS1dx6
— Page Six (@PageSix) March 28, 2025Tiger Woods Moves On
Woods, meanwhile, has gone public with Vanessa Trump, Donald Trump Jr.’s ex-wife. Though he hasn’t addressed Uchitel’s engagement, his new romance signals a fresh start. He and Uchitel appear to be leaving their shared history behind, embracing new beginnings in the public eye.
Read: Tiger Woods Confirms Relationship with Vanessa Trump in Instagram Post
The timing of these announcements Uchitel’s beachfront proposal and Woods’ high-profile relationship has fans buzzing. While neither has commented on the other, their parallel love stories mark a striking twist on a saga that began 16 years ago. For now, it seems the past is finally fading into the background.
