Alabama Gypsy Rose Jennings is a name that carries the weight of celebrity lineage and artistic heritage. Born on November 28, 2007, she is the daughter of Emmy-winning actress Drea de Matteo and acclaimed musician Shooter Jennings. Despite her parents’ fame, Alabama has largely remained out of the public eye, growing up in a privileged yet private environment. Her story is one of a young individual navigating life in the shadow of her family’s remarkable achievements in the entertainment industry.
At 15 years old, Alabama Gypsy Rose Jennings is stepping into her teenage years, a phase often marked by self-discovery and exploration. Her upbringing has been shaped by her parents’ artistic pursuits and their combined net worth, which exceeds $40 million. While her name frequently appears in discussions about celebrity children, Alabama herself has yet to make significant public appearances or career moves, leaving many curious about her future.
Her parents, Drea de Matteo and Shooter Jennings, are both prominent figures in their respective fields. Drea de Matteo is best known for her roles in The Sopranos and Desperate Housewives, while Shooter Jennings is a musician celebrated for his contributions to country and rock music. Together, they have created a legacy that Alabama inherits, though she remains shielded from the intense spotlight that often accompanies celebrity families.
Who Is Alabama Gypsy Rose Jennings?
Alabama Gypsy Rose Jennings is the first child of Drea de Matteo and Shooter Jennings. She was born on November 28, 2007, weighing 8 pounds and 3 ounces. Her unique name, “Alabama Gypsy Rose,” reflects her parents’ creative personalities and their penchant for individuality.
Despite her famous lineage, Alabama has largely stayed out of the public eye. Her parents have made deliberate efforts to protect her privacy, ensuring she grows up away from the intense scrutiny often faced by celebrity children. This approach has allowed Alabama to enjoy a relatively normal childhood, even as she remains a subject of curiosity for fans of her parents.
Alabama Gypsy Rose Jennings’ Age
As of April 2025, Alabama Gypsy Rose Jennings is 17 years old. Born in late 2007, she is currently navigating her teenage years, a time often associated with personal growth and identity formation. While her parents’ fame has undoubtedly influenced her upbringing, Alabama’s life has been characterized by a balance between privilege and privacy.
Her Parents: Drea de Matteo and Shooter Jennings
Drea de Matteo
Drea de Matteo is an Emmy-winning actress celebrated for her role as Adriana La Cerva in The Sopranos. Her performance earned her widespread acclaim and solidified her status as a talented actress in Hollywood. She has also appeared in other popular TV shows, including Desperate Housewives and Sons of Anarchy.
Born on January 19, 1972, in Queens, New York, Drea de Matteo comes from an Italian-American family. Her cultural background has often influenced her roles and artistic choices. As Alabama’s mother, Drea has played a significant role in shaping her daughter’s upbringing, ensuring she is exposed to the arts while maintaining a sense of normalcy.
Shooter Jennings
Shooter Jennings, Alabama’s father, is a musician known for blending country and rock genres. He is the son of legendary country singer Waylon Jennings and Jessi Colter, which makes Alabama the granddaughter of two iconic figures in the music industry. Shooter has released several albums and is recognized for his innovative approach to music.
Born on May 19, 1979, Shooter Jennings grew up surrounded by music, which deeply influenced his career. His relationship with Drea de Matteo began in the early 2000s, and the couple welcomed Alabama in 2007. Although they were engaged for a time, they eventually parted ways, continuing to co-parent their children.
Alabama Gypsy Rose Jennings’ Grandparents
Alabama’s grandparents add another layer of cultural significance to her family background.
Waylon Jennings and Jessi Colter
On her father’s side, Alabama is the granddaughter of Waylon Jennings and Jessi Colter. Waylon Jennings was a pioneer of the outlaw country movement, known for his rebellious spirit and iconic music. His contributions to country music have left an indelible mark on the genre. Jessi Colter, Alabama’s grandmother, is a singer-songwriter celebrated for her work in country music, including her hit song “I’m Not Lisa.”
This musical heritage is a defining aspect of Alabama’s lineage, connecting her to a legacy of creativity and innovation in the arts.
Drea de Matteo’s Parents
On her mother’s side, Alabama’s grandparents are less publicly known but have played a role in shaping Drea de Matteo’s life and career. Drea has often spoken about her Italian-American roots and the influence of her family on her artistic choices. While specific details about Alabama’s maternal grandparents are scarce, their cultural background has undoubtedly contributed to the family’s identity.
A Privileged Yet Private Upbringing
Alabama Gypsy Rose Jennings has grown up in a world of privilege, thanks to her parents’ successful careers and substantial net worth. With a combined wealth exceeding $40 million, Drea de Matteo and Shooter Jennings have ensured their children have access to opportunities and experiences that reflect their status in the entertainment industry.
Despite this, Alabama’s parents have made conscious efforts to shield her from excessive media attention. This approach has allowed her to enjoy a relatively normal childhood, free from the pressures often faced by celebrity children. Alabama’s life is a testament to her parents’ commitment to balancing fame with family.
Public Appearances and Media Coverage
Alabama Gypsy Rose Jennings has occasionally been spotted in public with her parents. For example, she has been photographed enjoying outings with Drea de Matteo, including alfresco lunches in New York City. These rare appearances offer glimpses into her life but do not provide much insight into her personality or interests.
Media coverage of Alabama often focuses on her parents and their achievements, with little information available about her own pursuits. This lack of public exposure has fueled curiosity about her future, as fans wonder whether she will follow in her parents’ footsteps or carve out her own path.
Sibling Relationship
Alabama Gypsy Rose Jennings has a younger brother, Waylon “Blackjack” Jennings, who was born on April 7, 2011. The siblings share a close bond and are being raised with a focus on family values and artistic appreciation. Waylon’s name is a tribute to their grandfather, Waylon Jennings, further emphasizing the family’s connection to its musical heritage.
What Lies Ahead for Alabama Gypsy Rose Jennings?
As Alabama Gypsy Rose Jennings continues to grow, many wonder what the future holds for her. Will she embrace her family’s artistic legacy, or will she choose a different path? While her parents have provided her with a foundation rooted in creativity and privilege, Alabama’s journey remains her own to navigate.
For now, she remains a young individual with a remarkable lineage, living a life that balances the benefits of fame with the privacy necessary for personal growth. Whether she steps into the spotlight or continues to live away from public attention, Alabama Gypsy Rose Jennings is undoubtedly a name to watch in the years to come.
