From Scandal To Serenity: 5 Shocking Details About Rachel Uchitel's New Fiancé And Tumultuous Dating History

The tumultuous, high-profile dating history of Rachel Uchitel has finally taken a turn toward stability, with the former nightclub manager and podcast host announcing a new engagement in early 2025. After years in the media spotlight following her notorious affair with golf legend Tiger Woods, Uchitel, who is now 50, has found love with businessman and security expert Dan Donovan. This major relationship update, which comes just months ago as of December 2025, marks a significant new chapter for the polarizing figure, promising a third walk down the aisle following two previous marriages and a string of controversial relationships that defined her public image for over a decade. This article provides an in-depth look at her current fiancé, Dan Donovan, detailing their relationship timeline, while also building topical authority by chronicling her complete, complex dating history—from her first marriage to Steven Ehrenkranz to her relationships with Matt Hahn, PK Kemsley, and the infamous affairs with Tiger Woods and David Boreanaz.

Rachel Uchitel: Full Biography and Profile

Rachel Uchitel is an American television producer, VIP event organizer, and podcast host who rose to international fame in 2009. Born in 1975, she came from a wealthy background; her mother is a Palm Beach socialite, and her late father was a successful cable-TV entrepreneur in Alaska. Her early life was marked by tragedy. In 2001, her fiancé, James Andrew O'Grady, a Wall Street bond trader, tragically died in the September 11 World Trade Center attacks. A heartbreaking photograph of her holding a missing person poster became one of the defining images of the national tragedy. Uchitel began her career working as a television producer for Bloomberg News in the late 1990s. She later leveraged her connections and charisma to become a prominent VIP event coordinator and nightclub manager in New York City and Las Vegas, working at exclusive venues like Tao and the Hawaiian Tropic Zone. Her career as a private citizen was irrevocably altered in 2009 when her name was thrust into the global news cycle as the central figure in the Tiger Woods scandal. Today, she hosts the popular podcast *Miss Understood with Rachel Uchitel*, where she discusses her life and current events.

The New Chapter: Who is Dan Donovan, Rachel Uchitel's Fiancé?

The biggest and most recent update in Rachel Uchitel's love life is her engagement to Dan Donovan, a businessman and security expert. The couple announced their engagement in a joint Instagram post in March 2025, a development that quickly made headlines. Donovan, who is a security expert, represents a grounding and stable presence in Uchitel's life. The relationship began to turn romantic in late 2024, though the couple had known each other for nearly three years before they started dating. This relatively quick, whirlwind romance led to an engagement after approximately an eight-month dating period. The engagement was a family affair, with Uchitel's daughter, Wyatt Lily, reportedly helping her mother pick out the ring. The news of their engagement was particularly noteworthy as it came just days after Tiger Woods publicly confirmed his own new romance, creating a bizarre parallel between the two figures whose lives were once so entangled. This relationship with Dan Donovan signals a clear desire for a fresh start and a move toward a more private, committed future for Uchitel, away from the constant scrutiny of her past.

The Relationship Timeline: Husbands, Boyfriends, and High-Profile Affairs

Rachel Uchitel's dating and marital history is extensive and has been the subject of intense media scrutiny for years. Her journey through relationships is a key part of her public narrative, often overshadowing her professional life as a VIP host and producer.

First Marriage: Steven Ehrenkranz (2004)

Uchitel's first marriage was to Wall Street trader Steven Ehrenkranz in 2004. The marriage was brief, lasting only four months before the couple divorced. Ehrenkranz was a financial broker, and the short duration of their union offered an early indication of the volatility that would characterize some of her future relationships.

The Infamous Tiger Woods Affair (2009)

In November 2009, Rachel Uchitel became a household name when *The National Enquirer* identified her as the first of many women who had an affair with golf superstar Tiger Woods. The scandal broke just after Woods was involved in a mysterious car crash outside his Florida home. * The Details: Uchitel was a VIP event organizer in New York at the time. She later detailed the "electric" connection she felt with Woods in the HBO documentary *Tiger*. * The NDA: The affair led to a massive media frenzy. Uchitel later revealed she signed an \$8 million Non-Disclosure Agreement (NDA) with Woods, an agreement she has since stated has left her in a financially precarious position.

The David Boreanaz and PK Kemsley Connections

Following the Tiger Woods scandal, other high-profile relationships came to light, further cementing her image in the tabloid world. * David Boreanaz: In 2010, actor David Boreanaz, known for his roles in *Buffy the Vampire Slayer* and *Bones*, admitted to having an affair with Uchitel. Uchitel claimed that Boreanaz, who was married to Jaime Bergman, told her he was separated at the time of their relationship. * PK Kemsley: Uchitel also revealed that she once dated Paul "PK" Kemsley, the future husband of *The Real Housewives of Beverly Hills* star Dorit Kemsley. She stated that the relationship occurred when PK was a bottle service customer at the Tao nightclub where she worked.

Second Marriage: Matt Hahn (2011–2014)

Rachel Uchitel married her second husband, insurance broker Matt Hahn, on October 2, 2011, in a Las Vegas ceremony. Hahn was a businessman, and the couple welcomed their daughter, Wyatt Lily Hahn, in 2012. The marriage, however, was short-lived. Hahn filed for divorce in 2014, citing "cruel and inhumane treatment" from Uchitel, leading to a contentious split after only a year and a half of marriage. This second divorce, like her previous marriage, ended quickly and publicly.

A New Beginning with Dan Donovan

The engagement to Dan Donovan in 2025 signifies a definitive closing of one chapter and the beginning of another. After a life marked by public scrutiny, legal battles, and two failed marriages, Uchitel appears to have found a genuine, mature connection. The businessman and security expert offers a stark contrast to the dramatic figures of her past, suggesting a move toward stability and privacy. Her journey, from a New York VIP host to a global tabloid figure and now an engaged podcast host, is one of constant reinvention and resilience, culminating in a highly anticipated third attempt at marriage.