Meet Natalie Oglesby Skalla: The Sinatra Family Member Changing Lives with Horses

Natalie Oglesby Skalla is a woman whose life shows the beauty of living quietly with purpose and kindness. She is best known as the daughter of Frank Sinatra Jr. and the granddaughter of the world-famous singer Frank Sinatra. Even though she was born into one of the most recognized families in American music history, Natalie chose to live a life far away from the spotlight.
Instead of following her family’s path in entertainment, she built a meaningful career helping people through therapeutic horseback riding. Her story teaches us that true happiness does not come from fame or attention, but from helping others and living with compassion.
Table of Contents
ToggleQuick Bio
| Attribute | Details |
|---|---|
| Full Name | Natalie Oglesby Skalla |
| Birth Name | Natalie Oglesby |
| Famous As | Daughter of Frank Sinatra Jr. and Granddaughter of Frank Sinatra |
| Gender | Female |
| Nationality | American |
| Occupation | Therapeutic Riding Instructor |
| Known For | Helping people through equine therapy; Member of the Sinatra family |
| Father | Frank Sinatra Jr. (Singer, Conductor) |
| Mother | Mary Sue Oglesby (Residential Manager) |
| Grandfather | Frank Sinatra (Legendary American Singer) |
| Spouse | Brian Skalla |
| Children | Not Publicly Known |
| Siblings | Michael Francis Sinatra, Francine Sinatra Anderson, Francis Wayne Sinatra |
| Age | Not Publicly Disclosed |
| Birthplace | United States |
| Religion | Christian (Reportedly) |
| Ethnicity | White American |
| Height | Not Publicly Known |
| Weight | Not Publicly Known |
| Hair Color | Brown (Reported) |
| Eye Color | Brown (Reported) |
| Net Worth | Not Publicly Disclosed |
| Lifestyle | Private, Peaceful, and Service-Focused |
| Current Residence | United States (Private Location) |
Who is Natalie Oglesby Skalla?
Natalie Oglesby Skalla is an American therapeutic riding instructor best known as the daughter of Frank Sinatra Jr. and the granddaughter of the legendary singer Frank Sinatra. Instead of following her family’s path in music and fame, she chose a quiet and meaningful life helping people through horseback riding therapy. Her work focuses on teaching children and adults with disabilities to ride horses, helping them build confidence and strength. Known for her kindness and humble nature, Natalie lives a private life with her husband, Brian Skalla, away from the spotlight, showing that true success comes from compassion and service rather than fame.
Early Life and Family Background
Natalie Oglesby Skalla was born in the United States into a family where fame was a natural part of life. Her father, Frank Sinatra Jr., was a talented singer, conductor, and musician who carried on his father’s musical legacy. Her grandfather, Frank Sinatra, was one of the most beloved entertainers of all time, known for songs that continue to inspire generations.
On the other hand, Natalie’s mother, Mary Sue Oglesby, lived a much quieter life, working as a residential manager and focusing on raising her daughter with love and strong values. This balance between the world of glamour from her father’s side and the simplicity of her mother’s side gave Natalie a unique perspective on life. She learned early on that being famous is not what defines a person—it is how you treat others and what you choose to do with your life that matters most.
Natalie Oglesby Skalla Age and Physical Details
Natalie Oglesby Skalla’s exact age and physical details have not been publicly shared, as she prefers to live a very private life away from media attention. It is believed that she was born in the latter half of the 20th century in the United States. While her height, weight, and other appearance details are not known, people who have met her describe her as a warm, kind, and graceful woman whose gentle personality leaves a lasting impression. Her beauty comes from her kindness and calm nature rather than public glamour or fame.
Father
Natalie’s father was Frank Sinatra Jr., a talented singer, songwriter, and conductor who continued the Sinatra musical tradition. He was born in 1944 and lived a life filled with both music and public attention. As the son of the legendary Frank Sinatra, he worked hard to honor his father’s legacy while building his own career. He led orchestras, performed worldwide, and became known for his professionalism and dedication to music. Although his life was often in the public eye, he maintained a sense of grace and purpose. Frank Sinatra Jr. passed away in 2016, leaving behind a legacy of talent, perseverance, and family heritage that Natalie is proudly part of.

Mother
Natalie’s mother, Mary Sue Oglesby, lived a simple and private life, far away from Hollywood fame. She worked as a residential manager and focused on raising her daughter with strong morals and a grounded view of life. Mary Sue taught Natalie the importance of humility and compassion, helping her understand that life is about giving, not getting. Her influence was essential in shaping Natalie into the thoughtful and caring person she is today. Through her mother’s example, Natalie learned that kindness and hard work matter more than public attention.
Grandfather
Natalie’s grandfather, Frank Sinatra, remains one of the most famous names in American music history. Known as “Ol’ Blue Eyes,” he became a cultural icon through his timeless voice, charming personality, and countless hit songs like My Way, Strangers in the Night, and Fly Me to the Moon. He was more than just a singer—he was an entertainer, actor, and global star whose career shaped an entire era of music. Natalie is part of this incredible legacy, but she chose a quieter path that focuses on healing and service rather than fame. She carries the Sinatra name with pride but lives by her own values.
Natalie Oglesby Skalla Siblings
Natalie Oglesby Skalla has several half-siblings from her father’s other relationships. Michael Francis Sinatra followed in the family’s musical tradition and performs jazz and classic songs, keeping the Sinatra sound alive. Francine Sinatra Anderson lives a private life and prefers to stay out of the spotlight, while Francis Wayne Sinatra also remains out of public attention. Though the siblings live differently, they share a strong family bond and deep respect for their heritage. Natalie’s family shows that fame is only one part of a much bigger story—the story of individuality and independence within a legendary lineage.
Growing Up with a Famous Family
Growing up in a family as well-known as the Sinatras had its challenges. Fame often comes with pressure and public expectations, and for a child, that can be overwhelming. Natalie’s father spent a lot of time traveling and performing, which meant he was not always home. Her mother, Mary Sue, worked hard to provide stability and normalcy in Natalie’s life.
She made sure her daughter stayed grounded, teaching her to value kindness, honesty, and hard work. Despite the fame surrounding her family, Natalie’s childhood was kept as private and normal as possible. This helped her understand the importance of living authentically and not letting others define who you are. She grew up watching her father handle fame and her mother live quietly, and from both of them, she learned the importance of balance and inner peace.
Relationship with Her Father and the Sinatra Legacy
Natalie’s relationship with her father, Frank Sinatra Jr., was not always public. For many years, her connection to the Sinatra family was not widely known. It was later confirmed through DNA testing that Natalie was indeed the daughter of Frank Sinatra Jr., making her a direct part of one of the most famous families in music history. Even after this confirmation, Natalie continued to live a private and quiet life.
She never sought attention for being related to the Sinatra family and preferred to let her actions speak for her. While many in her position might have used their family name for fame or success, Natalie chose her own path, one that was built on compassion and service rather than celebrity. Her decision to stay out of the spotlight shows how grounded and self-assured she is.
Her Career in Therapeutic Riding
One of the most remarkable things about Natalie Oglesby Skalla is her career choice. She works as a therapeutic riding instructor, a profession that focuses on helping people with physical, emotional, or mental challenges through horseback riding. This type of therapy uses the movement of horses to help riders build balance, confidence, coordination, and emotional well-being.
For Natalie, working in this field is not just a job—it is a calling. She spends her days teaching and guiding people, helping them connect with horses and experience the healing power of these gentle animals. Her work allows people of all ages and abilities to find strength and joy through riding. It is a quiet and humble career, but the impact she has on the lives of others is truly powerful.
Love for Horses and Helping People
Natalie’s love for horses runs deep, and it is easy to see why she chose to dedicate her life to them. Horses are sensitive, intelligent, and calming creatures that have a natural ability to connect with people on an emotional level. Natalie understands this bond and uses it to help others heal and grow. Her gentle and caring personality makes her an excellent instructor because she knows how to make people feel safe, confident, and respected.
She treats her horses like family, making sure they are healthy and happy so they can give their best to the people she works with. Through her work, Natalie has created a space where people can learn, heal, and discover their own strength. Her compassion and patience have made her a guiding light for those she helps every day.
A Quiet Life with Her Husband
In her personal life, Natalie is married to Brian Skalla, and together they live a private and peaceful life. Like Natalie, Brian prefers to stay out of the spotlight, and the couple focuses on living simply and meaningfully. They value their privacy and rarely share personal details about their lives. It is not known whether they have children, as they have chosen to keep that part of their life private. What is clear is that they share a strong bond built on respect, love, and understanding. Their relationship reflects the same values that guide Natalie’s professional life—kindness, honesty, and peace. While many people in her family have lived very public lives, Natalie and Brian have chosen to live quietly, focusing on what truly matters: love, service, and happiness.
Connection to the Sinatra Family
Even though Natalie does not live in the public eye, her family connections remain an important part of who she is. Her grandfather, Frank Sinatra, left a legacy that changed the world of music forever, and her father, Frank Sinatra Jr., continued that legacy through his own successful career. Her aunts, Nancy and Tina Sinatra, also became well-known in entertainment, with Nancy becoming a successful singer and Tina working as a producer and actress.
Natalie also has several half-siblings, including Michael Francis Sinatra, who followed in the family tradition of music, performing jazz and classic songs. Other siblings, like Francine Sinatra Anderson and Francis Wayne Sinatra, have chosen to live privately, much like Natalie. Despite her family’s fame, she has remained true to her own values and never allowed the spotlight to define her life.
Community Work and Impact
Natalie’s work as a therapeutic riding instructor has touched many lives. She helps children and adults who face physical, emotional, or developmental challenges by giving them the opportunity to connect with horses and experience freedom and strength in new ways. Through her work, she teaches people how to build trust, overcome fear, and gain confidence.
The joy that her students feel when they achieve something new is what drives her passion. Natalie’s dedication to her work has made her a valuable part of her community, even if she is not widely known to the public. Her contribution shows that you do not need fame to make a difference. By helping others heal and grow, she has created a quiet but lasting legacy of kindness and compassion.
Challenges and Strengths
Like anyone born into a famous family, Natalie faced challenges that most people never experience. Growing up as the daughter of Frank Sinatra Jr. meant living with expectations and comparisons, but she never let that define her. Instead, she used those experiences to build strength and character. Her journey shows courage—the courage to choose a different life, to walk her own path, and to define herself through her actions rather than her family name.
She faced the pressures of fame but found peace in simplicity. This ability to remain grounded and focused is one of the most admirable parts of her story. Natalie’s resilience reminds us that no matter where we come from, we can all choose to live a life that feels true to who we are.
Values and Beliefs
At the heart of Natalie’s life are strong values of compassion, honesty, and humility. She believes in helping others, treating people with kindness, and living authentically. Her work with horses and people reflects these values perfectly. She understands that true happiness comes not from attention or wealth but from making a difference in someone else’s life. These beliefs are what guide her every day, both personally and professionally. Natalie’s life shows that fame is temporary, but the good you do for others lasts forever. By living quietly and serving her community, she has become a symbol of genuine goodness and strength.
Legacy and Inspiration
Natalie Oglesby Skalla represents a different kind of legacy in the Sinatra family. While her grandfather and father were known for their music and fame, her legacy is built on compassion and service. She has shown that greatness can also come from kindness and humility. By choosing a quiet and meaningful life, she has inspired others to follow their hearts and stay true to their values. Her story proves that you can come from fame and still choose a path of peace and purpose. For those who learn about her, Natalie becomes an example of how powerful a simple, honest life can be. Her impact might not fill concert halls, but it fills hearts, and that is a legacy that truly matters.
Where She Is Today
As of today, Natalie Oglesby Skalla continues to live a private and peaceful life with her husband, Brian Skalla. She remains dedicated to her work as a therapeutic riding instructor, helping people find joy and confidence through horses. She stays away from public attention, choosing instead to focus on the meaningful work she loves. Her life is a reminder that happiness is found not in fame but in purpose. Every person she helps, every smile she brings, and every bit of strength she gives through her work add to her quiet legacy. Natalie’s story is living proof that a kind heart can shine brighter than any spotlight.
Natalie’s net worth
Natalie’s net worth is not publicly disclosed. Unlike her father and grandfather, who earned their wealth from music and performance, Natalie has chosen a career in service and care. Her focus is not on building financial success but on making a positive impact through her work. As a therapeutic riding instructor, she measures her wealth in the lives she touches and the joy she brings to others. Though she comes from a wealthy and famous family, Natalie’s modest lifestyle shows that she values peace and purpose far more than money.
Conclusion
Natalie Oglesby Skalla’s story is one of strength, kindness, and authenticity. Born into the famous Sinatra family, she could have easily pursued a career in entertainment or used her family name to gain fame. Instead, she followed her heart and chose a life of service. Through her work as a therapeutic riding instructor, she helps people heal and find confidence through the power of horses. Her story reminds us that you can come from fame but still live a life defined by peace and purpose. Natalie’s quiet strength and caring heart make her an inspiration—a reminder that the greatest legacy a person can leave behind is not fame, but kindness.
FAQs About Natalie Oglesby Skalla
1. Who is Natalie Oglesby Skalla?
Natalie Oglesby Skalla is the daughter of Frank Sinatra Jr. and the granddaughter of legendary singer Frank Sinatra. She is known for her work as a therapeutic riding instructor, helping people through horseback riding.
2. What does Natalie Oglesby Skalla do?
She works as a therapeutic riding instructor, teaching children and adults with disabilities to ride horses to improve confidence, strength, and emotional well-being.
3. Is Natalie Oglesby Skalla famous?
While she comes from a famous family, Natalie lives a private life and is known more for her compassion and community work than for seeking fame.
4. Who are Natalie Oglesby Skalla’s parents?
Her father was Frank Sinatra Jr., a well-known singer and conductor, and her mother is Mary Sue Oglesby, who lived a quiet and simple life away from fame.
5. Who is Natalie Oglesby Skalla married to?
Natalie is married to Brian Skalla. The couple prefers to live privately and stay out of the public spotlight.
6. Does Natalie Oglesby Skalla have children?
There is no public information confirming whether Natalie and her husband, Brian, have children, as they choose to keep their family life private.
7. What is Natalie Oglesby Skalla’s age?
Her exact age has not been publicly disclosed, as she values her privacy and does not share personal details with the media.
8. Why is Natalie Oglesby Skalla an inspiration?
Natalie is admired for choosing a life of kindness and service over fame. Through her work in therapeutic horseback riding, she helps people heal and find confidence, showing that true success comes from compassion and purpose.