Maureen E. McPhilmy's married life has been marked by a complex trajectory of love, family, and personal growth. She first married Bill O'Reilly in 1996, prioritizing family values and creating a nurturing environment for their children, Madeline and Spencer. However, allegations of infidelity and abuse led to the breakdown of their marriage, with Maureen filing for divorce in 2011. She was granted sole custody of their children. Maureen remarried Jeffrey Gross in 2021, blending their families and focusing on rebuilding her personal life and maintaining privacy. Her journey showcases her resilience and dedication to her family, and there's more to explore about her path to happiness.
Key Takeaways
• Maureen E. McPhilmy married Bill O'Reilly in 1996, prioritizing family values and parenting in their 15-year marriage.
• The couple had two children, Madeline and Spencer, and maintained a stable home environment despite challenges.
• Allegations of infidelity and abuse led to the breakdown of their marriage, with Maureen filing for divorce in 2011.
• Maureen was granted sole custody of their children and focused on rebuilding her personal life post-divorce.
• She remarried Jeffrey Gross in 2021, blending their families and prioritizing her personal life, children, and privacy.
Maureen Meets Bill O'Reilly
In 1992, Maureen McPhilmy's life took a dramatic turn when she crossed paths with Bill O'Reilly in New York City. The chance encounter marked the beginning of a significant chapter in her life.
At the time, Maureen was unaware that this meeting would eventually lead her down the aisle with the renowned television host. After four years of courtship, the couple decided to tie the knot on November 2, 1996, in a ceremony held in Westbury, United Kingdom.
As they exchanged their vows, Maureen and Bill began a new journey together, one that would be filled with love, laughter, and eventually, children. Their marriage marked a significant milestone in Maureen's life, as she shifted from being a single woman to a devoted wife.
As they settled into their new life together, Maureen and Bill's relationship continued to flourish, laying the foundation for the next chapter in their lives.
A Comfortable Family Life

Maureen McPhilmy and Bill O'Reilly's marriage was marked by a comfortable family life, filled with domestic bliss and opportunities for family bonding moments.
During their two-decade-long marriage, they prioritized their children, Madeline and Spencer, and worked to create a nurturing environment.
As a result, their family life was characterized by warmth and stability, despite the challenges they faced.
Domestic Bliss Found
With their marriage as a foundation, Maureen and Bill O'Reilly built a comfortable family life, nurturing an environment where their children could thrive. Maureen McPhilmy found domestic bliss in her marriage, creating a haven where family values and parenting took center stage. The couple's dedication to each other and their children, Madeline and Spencer, was evident in their shared family life.
Maureen and Bill worked to maintain a stable and nurturing home environment, despite the challenges they faced. Their focus on family values and parenting contributed to their domestic happiness, creating a sense of security and love for their children. By prioritizing their family's well-being, Maureen and Bill demonstrated their commitment to each other and their children. This, in turn, fostered a sense of domestic bliss, allowing their family to flourish.
Maureen's ability to balance her personal and family life was a reflection of her strength as a partner and mother. As a result, their family life was filled with love, support, and a deep sense of connection.
Family Bonding Moments
Beyond their dedication to family values, Maureen and Bill O'Reilly prioritized quality time with their children, creating a treasure trove of cherished memories. Despite their eventual divorce, they endeavored to create a comfortable and loving environment for Madeline and Spencer, their two children.
Family bonding moments were an essential aspect of their lives, with cozy dinners, vacations, and quality time spent together.
Some of the most cherished moments included:
- Cozy family dinners, filled with laughter and conversation
- Vacations to exciting destinations, creating lifelong memories
- Quality time spent together, engaging in activities that brought them joy
- Special moments, like birthdays and holidays, celebrated with love and enthusiasm
Maureen and Bill O'Reilly's focus on family bonding created a sense of security and love for their children. Although their marriage eventually ended in divorce, the family bonding moments they shared will forever be cherished memories for Madeline and Spencer.
Marriage Troubles and Divorce

As Maureen McPhilmy's marriage to Bill O'Reilly continued to deteriorate, the couple's relationship became increasingly strained, ultimately leading to divorce proceedings in 2011.
The divorce was a highly publicized and contentious affair, with McPhilmy leveling allegations of infidelity and abuse against O'Reilly.
As the divorce process unfolded, it became clear that the marriage was beyond repair, paving the way for a bitter and acrimonious split.
Marriage on the Rocks
Maureen McPhilmy's marriage to Bill O'Reilly began to unravel amidst allegations of infidelity and abuse, ultimately culminating in their divorce in 2011. The once-strong bond between the couple crumbled under the weight of marital troubles, which led to a tumultuous divorce.
The divorce was a culmination of the allegations of infidelity and abuse that plagued their relationship. The court's decision to grant McPhilmy sole custody of their two children was a significant blow to O'Reilly.
Some key points to note about their troubled marriage include:
- Allegations of infidelity and abuse led to the breakdown of their marriage
- McPhilmy was granted sole custody of their two children after the divorce
- O'Reilly accused McPhilmy of using the divorce settlement money to fund her relationship with Jeffrey Gross
- The divorce settlement marked the end of a tumultuous chapter in McPhilmy's married life with O'Reilly
Divorce Proceedings Begin
Maureen McPhilmy took the drastic step of filing for divorce from Bill O'Reilly in 2011, citing the toxic combination of infidelity and abuse that had poisoned their marriage.
The divorce proceedings that followed were contentious, with allegations of O'Reilly using private investigators to harass McPhilmy.
The custody battle was particularly bitter, with both parties fighting for control over their two children. Ultimately, McPhilmy was granted sole custody, a decision that marked a significant victory for her in the divorce proceedings.
Throughout the ordeal, McPhilmy faced intense scrutiny and media attention, as O'Reilly's high-profile status made their divorce a highly publicized affair. Despite the challenges, McPhilmy persevered, determined to protect her children and secure a safe and stable future for them.
As the divorce proceedings dragged on, McPhilmy's resilience and determination ultimately paid off, paving the way for a brighter future for her and her children.
Post-Divorce Life and Relationships

After parting ways with Bill O'Reilly, McPhilmy refocused on rebuilding her personal life, eventually finding love again with Jeffrey Gross, a widowed detective from Nassau County. This new chapter marked a significant shift in her post-divorce life, as she prioritized her personal life and family.
Some key aspects of McPhilmy's post-divorce life and relationships include:
- Remarrying Jeffrey Gross in 2021, blending their families and starting anew
- Focusing on her personal life, children, and maintaining privacy in her new chapter
- Building a life with Jeffrey Gross, a widowed detective with two children
- Residing in Manhasset, New York, and creating a new sense of normalcy for her family
Maureen's Personal Life Today

Today, the blended family of six resides in Manhasset, New York, where Maureen is focused on nurturing a sense of normalcy and stability.
Maureen E McPhilmy, who remarried in 2021 to detective Jeffrey Gross, a widower with two children, has prioritized her personal life, children, and privacy post-divorce. After her divorce from Bill O'Reilly in 2020, Maureen shares custody of her children, Madeline and Spencer, with her ex-husband.
Her focus has been on building a happy and stable life with her new husband and children. Maureen's personal life today is centered around creating a harmonious environment for her blended family. She's been successful in maintaining her privacy, keeping her personal life out of the spotlight.
As she navigates her new life, Maureen is committed to providing a sense of security and stability for her children, ensuring they feel loved and supported. Her remarriage to Jeffrey Gross has brought a sense of joy and fulfillment to her life, and she's dedicated to making her new family work.
Reflecting on Her Married Life

Her two marriages, first to Bill O'Reilly and then to Jeffrey Gross, have greatly influenced Maureen E. McPhilmy's life, with each union leaving an indelible mark on her personal and emotional growth.
Her first marriage to Bill O'Reilly, which lasted from 1996 to 2011, was a significant chapter in her life. The couple had two children together, and although their divorce was a difficult period, McPhilmy emerged stronger, winning sole custody of their children. This experience likely shaped her perspective on marriage, family, and personal growth.
- Her 15-year marriage to Bill O'Reilly ended in divorce
- She won sole custody of their two children after the divorce
McPhilmy remarried in 2021 to Jeffrey Gross, a widower with two children. She currently resides in Manhasset, New York with her blended family.
Frequently Asked Questions
Who Was Bill O'reilly's Wife?
Bill O'Reilly's wife was Maureen E. McPhilmy, whom he married in 1996. They had two children together during their nearly two-decade-long marriage.
Maureen, a devoted mother, was a supportive partner to Bill throughout his television hosting career. Although they divorced in 2011, their formal separation was finalized in 2020, with Maureen winning sole custody of their children.
Conclusion
In retrospect, Maureen E. McPhilmy's married life was a tale of two extremes – a comfortable family life with Bill O'Reilly, followed by a tumultuous divorce. As she navigates her post-divorce life, McPhilmy's story serves as a reminder that even the most seemingly perfect marriages can be a facade, and that true strength lies in persevering through life's challenges.
As she once said, 'I'm not a victim, I'm a survivor.'