Alabama Gypsy Rose Jennings is best known as the daughter of Emmy-winning actress Drea de Matteo and musician and producer Shooter Jennings. She also belongs to one of country music’s best-known families through her paternal grandparents, Waylon Jennings and Jessi Colter. Alabama was born on November 28, 2007, making her 18 years old as of August 2026.
People often search for Alabama because of her famous parents, her unusual full name, and her connection to the Jennings musical family. However, unlike her mother and father, she has largely grown up outside the professional entertainment spotlight.
This biography covers Alabama Gypsy Rose Jennings’ age, birthday, parents, brother, grandparents, education, career, personal life, social media, net worth, and current life. Where reliable information is unavailable, that is clearly stated rather than replacing facts with online rumors or unsupported estimates.
Alabama Gypsy Rose Jennings at a Glance
| Detail | Information |
| Full name | Alabama Gypsy Rose Jennings |
| Also written as | Alabama Gypsyrose Jennings |
| Date of birth | November 28, 2007 |
| Age in 2026 | 18 years old |
| Birthday | November 28 |
| Birthplace | New York, United States |
| Nationality | American |
| Known for | Daughter of Drea de Matteo and Shooter Jennings |
| Mother | Drea de Matteo |
| Father | Shooter Jennings |
| Sibling | Waylon Albert “Blackjack” Jennings |
| Paternal grandparents | Waylon Jennings and Jessi Colter |
| Education | Not publicly confirmed |
| Profession | No independently confirmed professional career |
| Relationship status | Not publicly confirmed |
| Net worth | No reliable public estimate available |
| Current status | Living a largely private life |
Contemporary reporting from the time of her birth confirms that Drea de Matteo and Shooter Jennings welcomed Alabama in New York on November 28, 2007. She reportedly weighed 8 pounds, 3 ounces.
Early Life and Childhood
Alabama Gypsy Rose Jennings was born into a family closely connected to both Hollywood and American music. Her mother was already widely recognized for her television career, while her father had established himself as a singer, songwriter, musician, and producer.
Alabama received media attention almost immediately because of her parents. In January 2008, when she was still an infant, she was photographed with Drea de Matteo and Shooter Jennings outside the Ed Sullivan Theater in New York during a taping of Late Show with David Letterman.
Despite these early appearances, Alabama did not spend her childhood building a public celebrity career. Much of her upbringing has remained private, and reliable reporting contains relatively few details about her everyday childhood.
Alabama Gypsy Rose Jennings’ Age, Birthday and Birthplace
Alabama was born on November 28, 2007. Therefore, she is 18 years old as of August 16, 2026, and will turn 19 on November 28, 2026. Multiple biographical and entertainment sources agree on her November 28 birth date.
Contemporary reports said she was born in New York. A more specific birthplace is not consistently established by high-quality public sources, so claims assigning her to a particular New York borough should be treated cautiously.
Because she was born in the United States and is the child of American parents, Alabama is American.
Her Parents: Drea de Matteo and Shooter Jennings
Alabama’s parents are Drea de Matteo and Shooter Jennings. They were a longtime couple but never married.
Shooter proposed to Drea onstage during a concert in Utica, New York, on June 11, 2009. Their engagement was publicly confirmed by de Matteo’s representative. At the time, Alabama was their only child.
The couple later welcomed their son, Waylon Albert “Blackjack” Jennings, in April 2011. Their relationship eventually ended, and by 2013 Shooter had married Misty Swain. Contemporary coverage noted that his earlier engagement to de Matteo had ended without the two marrying.
This distinction is important because some online biographies incorrectly describe Drea de Matteo as Shooter Jennings’ former wife.
Alabama Gypsy Rose Jennings’ Mother, Drea de Matteo
Alabama’s mother, Drea de Matteo, is an American actress best known for playing Adriana La Cerva in The Sopranos. She won an Emmy for that performance and later appeared in series including Sons of Anarchy, Desperate Housewives, Joey and Shades of Blue.
Drea has occasionally spoken publicly about Alabama and her younger brother. In a 2024 interview, she said her children were involved in conversations about her online work and described Alabama as helping her with photo editing. The comments offer a small public glimpse of a close and open family relationship without revealing much about Alabama’s private life.
More recent coverage in 2026 continued to identify Alabama as de Matteo’s 18-year-old daughter.
Alabama Gypsy Rose Jennings’ Father, Shooter Jennings
Alabama’s father is Waylon Albright “Shooter” Jennings, the son of country legends Waylon Jennings and Jessi Colter.
Shooter developed his own musical identity rather than simply copying his father’s career. He has released multiple albums and has also worked extensively as a producer. People described him as a Grammy-winning producer as well as a country-rock musician.
Fatherhood appears to have had a strong effect on him. In a 2008 interview quoted by People, Shooter explained that having Alabama changed his priorities and made life move at his daughter’s pace.
Through Shooter, Alabama inherited a major connection to the history of American country and outlaw music.
Her Brother and Sibling Relationship
Alabama has one younger full brother, Waylon Albert “Blackjack” Jennings, who was born on April 7, 2011. Alabama is therefore a little more than three years older than him.
Both children are shared by Drea de Matteo and Shooter Jennings. Their brother-sister relationship has generally remained private, although Drea has referred to both of them together in interviews.
In 2024, People reported that Drea discussed her work openly with both Alabama and Blackjack and described both children as supportive.
Beyond occasional family comments like these, there is little reason to speculate about their private sibling relationship.
Grandparents and the Jennings Family Legacy
On her father’s side, Alabama’s grandparents are two major names in country music: Waylon Jennings and Jessi Colter.
Waylon Jennings became one of the defining figures associated with the outlaw country movement. Jessi Colter built her own successful music career and was married to Waylon from 1969 until his death in 2002. Their son Shooter was born in 1979.
This makes Alabama Gypsy Rose Jennings the granddaughter of Waylon Jennings and Jessi Colter.
Her extended Jennings family is also large. Waylon had several children from different relationships and marriages, meaning Alabama is part of a much wider musical family tree.
On her mother’s side, Alabama’s grandmother Donna de Matteo was a playwright and arts figure. Donna’s 2024 obituary specifically named Alabama and Blackjack among her grandchildren.
Education and Growing Up Away From the Spotlight
There is no reliable public information confirming where Alabama attended school or whether she is currently attending college.
Several celebrity biography websites make claims about celebrity children’s education without identifying dependable sources. In Alabama’s case, it is better to leave her school and academic qualifications unlisted unless she or her family makes them public.
What can be established is that she grew up around two creative industries. Her mother’s career connected the family to television and film, while her father and paternal grandparents connected her to music.
Having those family connections, however, does not prove that Alabama studied acting, music, or any other particular field.
Career and What Alabama Gypsy Rose Jennings Does
As of 2026, Alabama Gypsy Rose Jennings has not established a widely documented professional career in acting or music.
Her name sometimes appears alongside terms such as “actress” because her mother is an actress, while other searches connect Alabama with music because of Shooter, Waylon Jennings and Jessi Colter. Those family connections should not be confused with Alabama having an established entertainment career of her own.
Recent mainstream coverage identifies her mainly as Drea de Matteo and Shooter Jennings’ daughter rather than as a professional performer.
Drea has said Alabama has helped edit photographs for her, but that does not establish photo editing as Alabama’s profession.
For now, her long-term career plans remain private.
Personal Life and Privacy
Alabama has maintained a considerably lower public profile than her parents.
There is no dependable mainstream reporting establishing a boyfriend, spouse, engagement or marriage. At only 18 and without a career built around public celebrity, details of her relationships should not be inferred from social-media rumors or unsourced websites.
Most recent references to Alabama come from interviews involving her mother rather than from Alabama giving interviews herself. This suggests that, at least publicly, she has not pursued the same level of visibility as Drea de Matteo or Shooter Jennings.
Alabama Gypsy Rose Jennings on Instagram and Social Media
People frequently search for Alabama Gypsy Rose Jennings’ Instagram, photos and other social-media profiles.
However, reliable public reporting reviewed for this biography does not clearly establish a verified official Instagram account belonging to her. That makes it important not to assume that every account using her name is genuine.
Photos of Alabama do exist publicly because she has occasionally appeared with family members. For example, Getty Images documented her with her parents in New York when she was an infant.
Readers looking for her online should therefore distinguish established family appearances from fan accounts, copied images and profiles that have not been authenticated.
Alabama Gypsy Rose Jennings’ Net Worth
There is no independently verified net worth for Alabama Gypsy Rose Jennings.
Some celebrity websites may attach a dollar figure to her name because she comes from a famous family. That is not the same as evidence of personal income, assets or business ownership.
Because Alabama has no clearly documented professional earnings or public financial disclosures, even calling a specific figure her “estimated net worth” would create a misleading impression of accuracy.
Her parents have their own careers and finances, but their wealth should not automatically be counted as Alabama’s personal net worth. For that reason, the most accurate answer in 2026 is that her personal net worth is not publicly known or reliably estimable.
Alabama Gypsy Rose Jennings vs. Gypsy Rose Blanchard
Alabama Gypsy Rose Jennings and Gypsy Rose Blanchard are completely different people.
The confusion comes from their similar names.
Alabama is the daughter of Drea de Matteo and Shooter Jennings, born in 2007. Gypsy Rose Blanchard was born in 1991 and became internationally known through the criminal case involving the death of her mother, Dee Dee Blanchard.
There is no known family connection between them.
Therefore, searches for “Alabama Gypsy Rose” should not be interpreted as evidence that Alabama Jennings has any connection to the events associated with Gypsy Rose Blanchard.
Where Is Alabama Gypsy Rose Jennings Now?
As of 2026, Alabama appears to be living a largely private life.
Recent public coverage confirms that she is now 18 and remains part of Drea de Matteo’s family life, but it does not establish a new acting role, music career, college, business or other major public venture.
That does not mean she is inactive. It simply means those parts of her life have not been reliably documented publicly.
Given her age, Alabama may ultimately choose entertainment, music, another profession, or a completely private path. Until she makes those choices public, reports claiming to know exactly what she does today should be treated cautiously.
Lesser-Known Facts About Alabama Gypsy Rose Jennings
One interesting fact about Alabama is that public interest in her began almost from birth. News outlets reported her arrival in November 2007 because both of her parents were already recognizable figures.
Her paternal family connects several generations of American music: Waylon Jennings and Jessi Colter are her grandparents, and Shooter Jennings is her father.
She also has creative roots on her mother’s side. Her maternal grandmother Donna de Matteo was a playwright who wrote more than 30 plays and worked in theater and arts organizations.
Despite her distinctive name, a reliable public explanation from her parents detailing exactly why they chose every part of “Alabama Gypsy Rose” is not well established. Claims about the precise meaning of her name should therefore be treated as speculation unless supported by a direct family statement.
Conclusion
Alabama Gypsy Rose Jennings has attracted public curiosity because she connects two well-known entertainment worlds. She is the daughter of Drea de Matteo and Shooter Jennings, the granddaughter of country legends Waylon Jennings and Jessi Colter, and the older sister of Waylon Albert “Blackjack” Jennings. She was born on November 28, 2007, and is 18 years old in 2026.
At the same time, Alabama has not built the kind of highly public career associated with her parents. Her education, relationships, professional plans and personal finances remain largely private. Claims assigning her an unverified career, boyfriend, school or precise net worth should therefore be treated carefully.
For now, the most accurate picture of Alabama Gypsy Rose Jennings is that of a young adult from a remarkable acting and musical family who has so far kept much of her own story outside the public spotlight.
FAQs
Who is Alabama Gypsy Rose Jennings?
Alabama Gypsy Rose Jennings is the daughter of actress Drea de Matteo and musician and producer Shooter Jennings.
How old is Alabama Gypsy Rose Jennings?
She is 18 years old as of August 2026.
When is Alabama Gypsy Rose Jennings’ birthday?
Her birthday is November 28. She was born on November 28, 2007.
Who are Alabama Gypsy Rose Jennings’ parents?
Her parents are Drea de Matteo and Shooter Jennings.
Is Alabama Gypsy Rose Jennings Drea de Matteo’s daughter?
Yes. Alabama is Drea de Matteo’s daughter and her first child with Shooter Jennings.
Is Shooter Jennings Alabama Gypsy Rose Jennings’ father?
Yes. Shooter Jennings is Alabama’s father.
Does Alabama Gypsy Rose Jennings have a brother?
Yes. Her younger brother is Waylon Albert “Blackjack” Jennings, born April 7, 2011.
Who are Alabama Gypsy Rose Jennings’ grandparents?
Her paternal grandparents are Waylon Jennings and Jessi Colter. Her maternal grandmother was playwright Donna de Matteo.
Is Alabama Gypsy Rose Jennings Waylon Jennings’ granddaughter?
Yes. Shooter Jennings is Waylon Jennings’ son, making Alabama one of Waylon Jennings’ grandchildren.
What does Alabama Gypsy Rose Jennings do?
No established professional occupation has been reliably confirmed publicly as of 2026.
Is Alabama Gypsy Rose Jennings an actress or musician?
There is currently no strong public evidence establishing her as a professional actress or musician.
What is Alabama Gypsy Rose Jennings’ net worth?
Her personal net worth has not been publicly verified, and there is not enough reliable financial information to provide a meaningful estimate.
Is Alabama Gypsy Rose Jennings on Instagram?
No verified official Instagram profile could be reliably confirmed from the public sources reviewed for this article.
Is Alabama Gypsy Rose Jennings related to Gypsy Rose Blanchard?
No. They are unrelated people who happen to share part of a similar name.
Where is Alabama Gypsy Rose Jennings now?
She remains largely private. As of 2026, recent reporting confirms she is 18 but does not establish a major public career or other new professional venture.
