Natalie Oglesby Skalla Natalie Oglesby Skalla

Frank Sinatra Jr. Daugther–Natalie Oglesby Skalla: Bio, Relationship, Career and Net Worth

Personal Information or Biography

Natalie Oglesby Skalla, an American by nationality, came into the world as the daughter of the late Francis Wayne Sinatra, famously known as Frank Sinatra Jr. and Mary Sue Oglesby. Born with a significant lineage, Natalie’s family includes legendary singer and actor Frank Sinatra, widely known as the “Chairman of the Board.” Born in 1976, Natalie was deliberately conceived by her parents in Room 147 of the Holiday Inn at Chicago’s O’Hare Airport. She shares her name with her paternal great-grandmother, Natalie Della Garaventa.

Growing up, Natalie was raised by her mother, Mary Sue Oglesby, who worked as the Resident Manager of the Marella Apartments. Her family tree includes grandparents Frank Sinatra and Nancy Barbato, Gerald Joseph, and Mary Kathryn Oglesby.

Relationship/ Family

Natalie Oglesby Skalla’s father, Frank Sinatra Jr., was a renowned singer, songwriter, and conductor. She has three siblings: Michael Francis Sinatra, a jazz singer-musician and Las Vegas entertainer; Francine Sinatra Anderson, and Francis Wayne Sinatra. Natalie’s birth resulted from her parents’ relationship, which spanned several years. Despite their enduring connection, her parents never married. Frank Jr. and Mary maintained a discreet liaison, marked by affairs in different parts of the country.

Natalie’s father, Frank Jr., did not attend her birth but contributed $1,500 towards pregnancy-related medical bills. When Natalie was 17, Mary had to petition for child support, as Frank Jr. had failed to meet his legal obligations to provide for Natalie’s education and support. Ultimately, a deal was struck where Frank Jr. agreed to cover Natalie’s college fees in exchange for Mary dropping the lawsuit. Tragically, Mary Sue Oglesby passed away due to cancer.


Natalie Oglesby Skalla’s journey in life took a deliberate turn away from the dazzling allure of the limelight, leading her down a path of profound purpose and compassion. She dedicated herself to the noble profession of therapeutic riding instruction, where her unwavering commitment became evident when she successfully achieved her PATH Intl—instructor certification.

In a world often captivated by celebrity status and notoriety, Natalie chose a different route characterized by humility, empathy, and genuine care for others. Her decision to become a therapeutic riding instructor reflected a deep-seated desire to make a meaningful impact on the lives of those she would help through equine-assisted therapy. This path required knowledge and expertise and a profound sense of empathy and patience, qualities that Natalie undoubtedly possessed in abundance.

Net Worth

While specific details about Natalie Oglesby Skalla’s net worth remain undisclosed, her family’s legacy is steeped in success. Her father, Frank Sinatra Jr., had an estimated net worth of $50 million, amassed through his illustrious career in the entertainment industry. Natalie’s choice to maintain a low profile and dedication to her therapeutic riding instructor career has allowed her to carve her path, separate from her family’s financial legacy. Natalie is believed to be leading a contented life alongside her husband, Brian Skalla, although the couple has chosen to keep their personal life out of the public eye.