Natalie Oglesby Skalla: Who Is Frank Sinatra Jr’s Daughter?

Natalie Oglesby Skalla

Who Is Frank Sinatra Jr’s Daughter?

The late Francis Wayne Sinatra professionally known as Frank Sinatra Jr. was one of the most successful and beloved personalities in the entertainment industry. He was known to the world as a singer, songwriter, and conductor and the son of singer and actor Frank Sinatra aka “Chairman of the Board”. He is the reason Natalie Oglesby Skalla is in the spotlight. Natalie is his daughter.

Natalie Oglesby Skalla: Bio Summary

Name Natalie Oglesby Skalla
Famous asFrank Sinatra Jr’s daughter
Nationality American
Spouse Brian Skalla
Parents Frank Sinatra Jr and Mary Sue Oglesby
Siblings Michael Francis Sinatra, Francine Sinatra Anderson, and Francis Wayne Sinatra
GrandparentsFrank Sinatra, Nancy Barbato, Gerald Joseph, and Mary Kathryn Oglesby
Occupation Therapeutic riding instructor

Natalie Oglesby Skalla is the illegitimate daughter of Frank Sinatra Jr. She was born from the relationship between Frank Jr and Mary Sue Oglesby. Her father has four children out-of-wedlock but only acknowledged his son Michael Francis Sinatra. Michael is a jazz singer-musician and Las Vegas entertainer, per his website.

Francine Sinatra Anderson and Francis Wayne Sinatra are also Natalie’s siblings. Natalie was named after her father Frank Jr’s grandmother, Natalie Della Garaventa. Natalie’s father was a well-known singer, songwriter, and conductor.

Natalie’s mother was the Resident Manager of the Marella Apartments. Natalie is an American by nationality and of white ethnicity. She grew up with her mother. Not much is available about her education. Her grandparents are Frank Sinatra, a singer, and actor, Nancy Barbato, Gerald Joseph and Mary Kathryn Oglesby.

Also Read: Michael Francis Sinatra: Facts About Frank Sinatra Jr.’s son

What Happened To Frank Sinatra Jr’s Daughter?

Frank Sinatra Jr’s daughter Natalie Oglesby Skalla was born intentionally. According to Daily Mail, Frank Sinatra Jr and Mary Sue Oglesby planned the birth of Natalie in Room 147 of the Holiday Inn at Chicago’s O’Hare Airport in 1976.

The court documents stated, ‘Natalie was deliberately conceived by Sinatra and Ms. Oglesby in Room 147 of the Holiday Inn at Chicago’s O’Hare Airport in November 1976.’ Frank Jr paid $1,500 in pregnancy-related medical bills but did not attend Natalie’s birth.

According to Mary, her affair with Frank Jr lasted for several years. The two never got married. Frank Jr flew Mary around the country under the name ‘Mrs. Sinatra’ for trysts when he was working. Mary kept the room receipt, scribbling on the side of it:

‘The weekend we made Natalie’ and attached that to the court documents, as well as the receipt for her plane ticket. Frank Sinatra Jr flew Mary and Natalie to Wichita, Kansas, ‘for the purpose of viewing his daughter for the first time.’

Mary was forced to petition for child support in 1995 when Natalie was 17, per the court documents. Mary revealed that Frank Jr ‘failed to adequately provide for the education, support, and maintenance as required’ by law.

Frank Sinatra Jr waited until it was time for Natalie to go to college before striking a deal with her mother Mary Sue Oglesby. Frank Jr agreed to pay her college fees in exchange for Mary dropping the lawsuit. Mary Sue Oglesby died of cancer.

Mary died at the age of 63 on February 23, 2011, in Tulsa, Tulsa County, Oklahoma, USA. Frank Sinatra Jr. died on March 16, 2016, in Daytona Beach, Florida, U.S., at age 72. He died unexpectedly of cardiac arrest while on tour in Daytona Beach, Florida.

Also Read: Amanda Lambert: Facts About Nancy Sinatra’s Daughter

Personal Life

Natalie Oglesby Skalla is a therapeutic riding instructor. An Instagram post made by Equine Empowerment revealed she is a therapeutic riding instructor and praised her work ethic as a riding instructor and congratulated her on completing PATH Intl. Instructor certification. The post’s caption was:

‘Drum roll please…..The spotlight is on Natalie Skalla, an Equine Empowerment therapeutic riding instructor! Natalie is completing her PATH Intl. instructor certification and has been doing an amazing job with our riders. Natalie comes from a lifetime of horse showing, rodeo and riding. She has been a HUGE supporter of Equine Empowerment from day one.Thank you, Natalie!!!’

Natalie Oglesby Skalla has stayed far away from the spotlight. She has kept her businesses to herself and prefers a low-key life. She is reportedly married to a man named Brian Skalla. There’s little information about the couple. When they met, when they got married, and how long they have been together is unknown.

Natalie Oglesby Skalla and her husband Brian Skalla are believed to be enjoying a happy married life although they have kept things low-key.

Ruth Kai Botchway

Ruth Kai Botchway is a Senior Editor at She is a graduate of All Stars Media College (2021) with a Diploma in Journalism and Media Studies. With more than two years experience in Journalism, she has served as an intern at Accra FM and worked with Green TV and Ashiaman TV. She worked as a Maritime Journalist/ influencer, producing Port and Maritime agenda initially aired on Ashiaman TV. You can reach her via email:

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