Paula Profit: Who Is Charlie Sheen’s Former Girlfriend and Cassandra Estevez’s Mother?
Paula Profit is best known as Charlie Sheen’s former high-school girlfriend and the mother of his eldest child, Cassandra Jade Estevez. Her connection to Sheen began before his rise as a major Hollywood actor, but Profit later developed a business career of her own under the name Paula Speert. Contemporary apparel coverage identifies her as a co-founder of the children’s clothing company Jackson Clay, while trademark records connect her to later commercial ventures. Unlike Sheen, Profit never built a career around entertainment or celebrity exposure, so the clearest picture of her life comes from family reporting, trade publications, and public business records.
Paula Profit Quick Facts
| Detail | Information |
|---|---|
| Name | Paula Profit |
| Also known as | Paula Speert |
| Known for | Former high-school girlfriend of Charlie Sheen |
| Child | Cassandra Jade Estevez |
| Cassandra’s birth date | December 12, 1984 |
| Profession | Entrepreneur/businesswoman |
| Known business | Jackson Clay |
| Jackson Clay co-founder | Paige Apar |
| Later business connection | Spirited Foods |
| Former partner | Charlie Sheen |
| Husband identified in 2007 | Jokton Speert |
Her exact birth date, education and present-day occupation are not established by strong primary or mainstream sources, so precise claims about those details should be treated cautiously.
Who Is Paula Profit?
Paula Profit is an American businesswoman whose name entered the broader celebrity record through her relationship with actor Charlie Sheen, whose birth name is Carlos Irwin Estévez.
Profit and Sheen were together during their high-school years. Sheen later became famous through films such as Platoon and Wall Street and television series including Spin City and Two and a Half Men, but his relationship with Profit came before that level of fame.
The Los Angeles Times identifies Profit as Sheen’s former girlfriend and the mother of Cassandra. The Independent likewise described her as his high-school sweetheart.
More recent accounts confirm the same family relationship. Netflix’s Tudum states that Sheen became a father in 1984 when Paula Profit gave birth to Cassandra Jade Estevez.
Paula Profit and Charlie Sheen’s Early Relationship
Their relationship belongs to one of the earliest chapters of Sheen’s life, before his Hollywood career was firmly established.
Sheen revisited that period in his 2025 memoir, The Book of Sheen. Coverage of the memoir by People says that he reconnected with his high-school girlfriend Paula Profit after working on Red Dawn. Profit became pregnant soon afterward, while Sheen was still a teenager.
Cassandra Jade Estevez was born on December 12, 1984. People identifies Profit as Cassandra’s mother and notes that Sheen was 19 when his first daughter was born.
Profit and Sheen were never married. People’s account of Sheen’s three marriages identifies Donna Peele, Denise Richards and Brooke Mueller as his former wives, while Profit appears separately in reporting as his earlier girlfriend.
Their Daughter, Cassandra Jade Estevez
Cassandra is the oldest of Charlie Sheen’s five children.
Unlike several other members of the Sheen family, she has generally maintained a quieter public profile. In September 2010, Cassandra married Casey Huffman, her longtime partner. Sheen attended the ceremony and walked his daughter down the aisle.
In July 2013, Cassandra and Huffman welcomed a daughter, Luna, making Sheen a grandfather. More recent coverage of Sheen’s memoir says Cassandra is now the mother of three children.
Cassandra also appears in an important source documenting Paula Profit’s professional life. A 2007 feature in Childrenswear Review identifies Cassandra as the daughter of Paula and Charlie Sheen and says she had recently graduated from college with a theater major and an interest in costume design.
Paula Profit Became Paula Speert in Business Records
One reason Paula Profit can be difficult to research is that her later business career appears under the name Paula Speert.
The connection between the two names is supported particularly well by the 2007 Childrenswear Review profile. The article refers to Paula as Paula Speert while also identifying Cassandra as the daughter she shares with Charlie Sheen. It also refers to Jokton as Paula’s husband at the time.
That same name, Paula Speert, appears repeatedly in U.S. trademark records covering her business ventures.
Jackson Clay and Paula Profit’s Career in Children’s Fashion
Profit’s most clearly documented independent career was in children’s apparel.
According to Childrenswear Review, Paula Speert and Paige Apar founded Jackson Clay in 2001 to design and manufacture boys’ clothing. Martin Sheen and his wife, Janet, later became partners in the business.
The company was created in response to what Profit and Apar saw as a gap in the market for boys’ clothes that combined comfort, durability and style.
Profit explained to the trade publication that she had struggled to find comfortable boys’ clothing for a family vacation. That experience helped inspire the brand. Jackson Clay developed practical features such as reinforced knees, adjustable elements and reversible garments designed for children’s everyday use.
By 2007, the company was expanding beyond its original boys’ collection. The partners were preparing Jackson Clay Couture, a girls’ line, while also developing another concept called J-Play.
Independent trademark records strengthen the historical record. Filings for Jackson Clay and P’ Jants list Paula Speert and Paige Apar as owners and cover products including shirts, pants, jeans, sweaters, jackets, hats, activewear and other clothing.
The Jackson Clay trademark was later cancelled after its required continued-use filing was not maintained, so the historical business should not be described as an active company today.
Paula Speert and Spirited Foods
Public trademark records show that Paula Speert later became connected with Spirited Foods.
A Spirited Foods trademark registered in 2012 names both Jokton Speert and Paula Speert as owners. The registration covers distributorship services involving frozen and packaged foods supplied to institutional eating establishments.
There is also much more recent evidence of her involvement.
A November 2024 U.S. trademark application for Spirited Foods was signed by Jokton Speert as president and Paula Speert as vice president. The filing provides a useful contemporary record showing that the name Paula Speert remained associated with the business decades after her earlier work in children’s apparel.
This business documentation is more useful than speculative celebrity-biography claims because it comes from identifiable commercial and trademark records.
Paula Profit Timeline
| Year | Event |
|---|---|
| 1984 | Cassandra Jade Estevez is born to Paula Profit and Charlie Sheen |
| 2001 | Paula Speert and Paige Apar found Jackson Clay |
| 2005 | Paula Speert and Paige Apar file trademarks connected with Jackson Clay and P’ Jants |
| 2007 | Childrenswear Review profiles Jackson Clay and identifies Profit as Paula Speert |
| 2010 | Paula Speert appears in a Spirited Foods trademark application with Jokton Speert |
| 2012 | A Spirited Foods trademark naming Paula and Jokton Speert is registered |
| 2024 | Paula Speert signs a new Spirited Foods trademark application as vice president |
Is Paula Profit Still With Charlie Sheen?
No. Paula Profit was Sheen’s girlfriend during his younger years, not one of his wives.
Sheen later married Donna Peele, Denise Richards and Brooke Mueller. All three marriages ended in divorce.
Profit’s lasting family connection to Sheen is through their daughter Cassandra and their grandchildren.
What Is Paula Profit’s Net Worth?
There is no dependable financial disclosure establishing Paula Profit’s net worth.
Her documented involvement with Jackson Clay and Spirited Foods confirms entrepreneurial activity, but company involvement alone does not provide enough information to calculate personal wealth. Estimates published without financial statements, transaction records or other credible documentation should not be presented as fact.
Frequently Asked Questions About Paula Profit
Who is Paula Profit?
Paula Profit is Charlie Sheen’s former high-school girlfriend and the mother of his eldest daughter, Cassandra Jade Estevez. She later appeared in business records under the name Paula Speert.
Did Paula Profit marry Charlie Sheen?
No. Paula Profit and Charlie Sheen had a relationship and a daughter together, but they were never married. Sheen later married three other women.
Who is Paula Profit’s daughter?
Her daughter is Cassandra Jade Estevez, born December 12, 1984. Cassandra is Charlie Sheen’s oldest child.
Is Paula Profit also known as Paula Speert?
Yes. A 2007 trade feature identifies her as Paula Speert while naming Cassandra as the daughter of Paula and Charlie Sheen. Trademark records also document business activity under the name Paula Speert.
What business did Paula Profit start?
Under the name Paula Speert, she co-founded Jackson Clay, a children’s clothing company, with Paige Apar in 2001.
What does Paula Profit do now?
A 2024 trademark application identifies Paula Speert as vice president in a filing for Spirited Foods. That establishes recent business involvement, although it does not provide a complete picture of her current professional activities.
Conclusion
Paula Profit’s documented story extends beyond being Charlie Sheen’s former girlfriend. She became the mother of Cassandra Jade Estevez in 1984, years before Sheen reached the height of his Hollywood fame. Later, as Paula Speert, she co-founded the children’s clothing brand Jackson Clay and appeared in trademark records connected with Spirited Foods.
Those business records provide the strongest evidence of an independent professional life outside entertainment. Claims about her exact age, personal wealth or other private details should not be filled in with unsupported estimates when the available record already tells a more useful story.
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