Justin Gimelstob is a name that has been synonymous with tennis for many years. Born on January 26, 1977, in Livingston, New Jersey, Gimelstob made his mark in the world of professional tennis as a doubles specialist. Though his singles career didn’t achieve the same level of success, he carved out a notable place in tennis history with his achievements in doubles. He turned professional in 1996 and retired in 2007, but his story has been much more than just tennis. It’s one of transformation, controversy, and a journey of redemption.
Early Career and Tennis Success
Justin Gimelstob was a promising young talent from the beginning of his career. He reached his highest ATP singles ranking of world No. 63 in 1999, but it was in doubles where he truly shone. He formed a successful partnership with various players, including Venus Williams, and won two Grand Slam mixed doubles titles: the 1998 Australian Open and the 1998 French Open.
Beyond the Grand Slams, Gimelstob also represented the United States in the Davis Cup, contributing to the team’s victories over the years. His strong presence on the court earned him a respected spot in the tennis community, and many believed he had the potential to continue making waves in the sport for years to come.
However, just as his tennis career seemed to be moving forward, personal issues and controversies started to cast a shadow over his achievements.
The Fall from Grace
In 2019, Justin Gimelstob’s life took a dramatic turn when he was involved in a highly publicized legal issue. Gimelstob was arrested and charged with felony battery after an incident where he physically assaulted a former friend, a situation that shocked his fans and the tennis community. He pleaded no contest to the charges and was sentenced to three years of probation, 60 hours of community service, and ordered to attend anger management classes. As a result, he stepped down from his position on the ATP Board of Directors, acknowledging the impact his actions had on his career and the sport.
The incident marked a painful period in his life, but it also became a turning point. After the controversy, Justin took a step back from the public eye, focusing on making amends and rebuilding his reputation. The road to redemption, however, was not easy, and it was clear that he would have to work hard to regain the trust of those around him.
A New Focus: Philanthropy and Personal Growth
After his legal troubles, Justin Gimelstob shifted his focus from tennis to philanthropy. He established the Justin Gimelstob Children’s Fund, which is dedicated to helping raise money for pediatric cancer research and supporting children battling severe illnesses. This move reflected his desire to make a positive difference in the world and use his platform for good.
Additionally, he became involved in various charitable activities, offering support to different causes related to children and families. This newfound sense of purpose helped him rebuild his image, allowing people to see the more compassionate side of the former tennis star.
In addition to his philanthropic work, Justin also became more active in his personal life. He married Cary Sinnott in 2012, and they have a son named Brandon, born in 2013. While their family life has generally been kept private, it’s evident that Justin Gimelstob has found joy and fulfillment in his role as a father.
A New Chapter: Love and Public Appearances
In recent years, Justin has emerged from his self-imposed hiatus and is stepping back into the public spotlight. One of the most notable developments in his personal life occurred in 2025, when he made his red-carpet debut with television personality Amanda Kloots. The couple attended the “Unforgettable Evening” event in Beverly Hills on April 28, 2025, and they looked incredibly happy together. This was a significant moment for both of them, marking the beginning of a new chapter in their lives.
Kloots, a well-known TV personality and fitness expert, had faced unimaginable tragedy when she lost her husband, actor Nick Cordero, to COVID-19 in 2020. Her journey of grief and healing has been publicly documented, and after years of emotional recovery, Kloots has now found love again. She expressed in interviews that she believes Cordero would want her to find happiness, and that she had received his “blessing” to move forward in her life.
For Justin Gimelstob, this relationship represents a fresh start, a way to embrace a positive future while acknowledging the lessons learned from the past. He and Kloots have described their relationship as “absolutely lovely,” noting that it has developed naturally and at its own pace. Kloots’ son, Elvis, has also been introduced to Gimelstob, and their bond appears to be growing stronger over time.
This new chapter in his personal life is particularly significant for Justin Gimelstob, as it shows that he has moved beyond the mistakes of his past and is embracing a future full of love, joy, and positivity. Both he and Kloots have expressed how supportive they are of each other, and the way they openly discuss their relationship demonstrates a mutual respect and understanding that is rare in the world of celebrity.
Moving Forward: A Story of Redemption
Justin Gimelstob’s story is one of profound transformation. From a rising tennis star to a figure caught in a major legal scandal, his journey has been filled with ups and downs. However, what truly defines his story is his ability to learn from his mistakes and grow as a person. His philanthropic work, his commitment to his family, and his new relationship with Amanda Kloots are all proof of his desire to make amends and build a better future.
Justin Gimelstob’s life is a reminder that no matter how deep the fall, redemption is possible if one is willing to do the hard work of self-reflection and change. His transition from a controversial figure to a respected philanthropist and family man is inspiring, showing that people are capable of reinventing themselves and making meaningful contributions to the world.
As he continues to embrace this new phase of his life, Justin Gimelstob is a testament to the power of resilience and redemption. Whether in his philanthropic efforts, personal growth, or love life, his story serves as a reminder that it’s never too late to make a positive impact and start anew. The future looks bright for this former tennis star, who is now focused on creating a life that reflects the lessons he’s learned along the way.
Conclusion
Justin Gimelstob’s journey, from tennis courts to redemption, serves as an inspiring example of growth, change, and new beginnings. His philanthropic efforts, combined with his new personal life, highlight his dedication to making a difference in the world. As he continues on this path, he proves that it is
