Paula Profit (also known by her married name Paula Speert) is best known for her teenage relationship with actor Charlie Sheen and as the mother of his eldest daughter, Cassandra Jade Estevez. She and Sheen were high-school sweethearts in Santa Monica, California, and welcomed Cassandra in December 1984 when they were both teens. The pair did not marry and ended their romance in the mid-1980s, but remained linked by co-parenting their daughter. Profit largely avoided public attention afterward, instead focusing on family and entrepreneurial ventures. In the early 2000s she co-founded a children’s clothing line (Jackson Clay, USA) with partner Paige Apar – a venture later involving Charlie’s father Martin Sheen. She married entrepreneur Jokton (Joktan) Speert by the mid-2000s. Her daughter Cassandra, born in 1984, has kept a low profile but did make headlines by marrying her longtime boyfriend in 2010 (with Sheen proudly attending) and later having a daughter in 2013. Charlie Sheen has publicly praised Cassandra (calling her “tough like her dad” when revealing his HIV-positive status). No official statements or interviews from Paula Profit herself are known; she maintains a private life with little social-media presence. The following sections detail Paula Profit’s background, Sheen relationship, daughter Cassandra’s life, and Paula’s later career, with sources cited throughout.
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Background and Personal Details
Paula Profit’s full name is listed in sources only as Paula Profit (her maiden name). After marriage she is referred to as Paula Speert. Date and place of birth are not publicly documented. Some biographical sites unverifiedly give March 27, 1965 in California, but no authoritative source confirms this. She and Charlie Sheen were both teenagers in the early 1980s, attending Santa Monica High School where they began dating (Sheen’s biography confirms he was at that school in those years). There is no public record of her higher education, and she did not pursue acting or entertainment. Profit kept a low public profile and has no known official public social-media or professional profiles. She later married Jokton (Joktan) Speert, an Oak Park, California entrepreneur (who became her business partner).
Relationship with Charlie Sheen
Paula Profit first gained media notice through her teenage romance with actor Charlie Sheen. Sheen (born 1965) grew up in Malibu and attended Santa Monica High School; Paula was his high-school girlfriend. In December 1984, when both were about 19 years old, Paula gave birth to their daughter Cassandra Jade Estevez. In fact, Sheen “first became a father in 1984” when Paula Profit delivered their child. Sheen later recalled he was “just 18” when they had “late-night hookups” and that “the birth control ball dropped” (implying an unplanned pregnancy).
They never married; their relationship ended by the mid-1980s once Cassandra was born. Afterward, Profit focused on raising Cassandra while Sheen’s acting career accelerated. (Sheen went on to star in Platoon and Wall Street by the late 1980s.) Publicly, the split seemed amicable. Decades later Sheen would mention having “skipped” Cassandra’s birth – a decision he later regretted – but he remained involved enough to, for example, walk Cassandra down the aisle at her wedding in 2010. He has referred to Paula only obliquely, always noting her as his “high school girlfriend” in discussing Cassandra.
No legal battles between Sheen and Profit are on public record. By contrast, Sheen has had custody disputes with his subsequent wives, but none of these involved Paula or Cassandra. Profit appears to have quietly moved on after the 1980s. By the early 2000s she was married to Jokton Speert (the surname “Speert” appears in business filings and media). In that decade she became a California entrepreneur (see below).
Career and Business Ventures
Away from Hollywood, Paula Profit (Paula Speert) entered the children’s apparel business. In 2001–2002 she co-founded Jackson Clay USA, a “boys’ clothing” line, with partner Paige Apar. (Charlie Sheen’s father Martin and stepmother Janet later joined the business as partners.) A 2007 industry magazine noted Martin Sheen proudly promoting Jackson Clay in L.A. alongside “Paula Speert” and partner Apar. According to entertainment media, Sheen’s former girlfriend Paula Speert entered the clothing business in 2002, and even hired 23-year-old Cassandra Estevez to work at Jackson Clay. That endeavor proved short-lived: in 2008 a business dispute erupted when partner Apar sued Profit (Speert) and Cassandra for alleged misuse of company funds. The tabloids reported a sensational claim that Profit attacked her partner with a wine glass during a confrontation, but the case’s final outcome was not widely reported.
Later in 2008 Paula (as Paula Speert) incorporated a firm called J-Play Worldwide, Inc. (likely another apparel or related venture); corporate filings list her as president. That company also became inactive, and little public information survives about it. Overall, Profit’s post-Hollywood career centered on small California businesses. She did not pursue any entertainment or public career of her own. She remained something of a private “businesswoman” as described by a fan site, but no mainstream press profile exists.
Daughter: Cassandra Jade Estevez
Cassandra Jade Estevez was born December 12, 1984 (Los Angeles area) to Paula Profit and Charlie Sheen. She was named ‘Estevez’ (Sheen’s family surname). Growing up in Malibu and elsewhere, Cassandra largely avoided the spotlight. She did appear briefly on television as a child (some sources credit her in a 1984 CBS Schoolbreak Special), but she did not pursue acting.
Milestones: In 2010, Cassandra (age 25) married her high-school sweetheart, Casey Huffman, in a private ceremony in Santa Barbara. Charlie Sheen proudly attended; a wedding planner told People he had “a big smile” and was “very proud” of his eldest daughter. Their engagement had been announced on Christmas Day 2008. Cassandra and Huffman later had a daughter, Luna, born July 2013 – making Charlie Sheen a grandfather. (Sheen publicly celebrated Luna’s birth on social media.)
Cassandra has largely kept a private life. Unlike Sheen’s younger daughters (who have public profiles), Cassandra has no public social-media accounts. She has occasionally spoken indirectly about her famous father – for example, in 2009 she told CBS News that Sheen’s decision to enter rehab (after a 2009 arrest) was “a positive thing” and that he was “trying to do the right thing”. In the 2010s she did not pursue entertainment; media note she had worked at her mother’s clothing company around 2008 and later run a small fashion business.
Charlie Sheen has publicly praised Cassandra on several occasions. In 2015, when Sheen disclosed his HIV-positive status, he said his eldest daughter was “a rock star” about the news and “tough like her dad”. (He notably announced the diagnosis in front of Cassandra and said she took it in stride.) Otherwise, Cassandra Estevez has remained “rarely seen,” as one article put it, content with private family life.
Education and Public Profile
No reliable records outline Paula Profit’s education beyond high school. By Sheen’s account, they met at Santa Monica High in the early 1980s, so it’s likely she graduated from that school. There are no reports of further schooling. After her relationship with Sheen ended, she did not seek publicity. Unlike many celebrity “baby mamas,” Paula has given no known interviews to major media. She is not active on Twitter, Instagram, or other public platforms (and likely keeps a low profile with local privacy). Her known public mentions come via Charlie Sheen (e.g. Netflix documentaries and interviews) or entertainment press about their daughter.
Cassandra Estevez attended local schools (details unreported) and apparently did not pursue college publicly. She has no official profile as a public figure, aside from occasional news mentions of family events.
Notable Events & Timeline
| Date | Event |
|---|---|
| 1984-12-12 | Birth: Cassandra Jade Estevez born to Charlie Sheen and girlfriend Paula Profit (Santa Monica, CA). |
| *c.*1985 | Paula Profit and Charlie Sheen split (end of their teenage romance). (Neither remarried each other.) |
| 2002 | Business: Paula Speert (née Profit) co-founds children’s clothing line Jackson Clay USA with Paige Apar. |
| 2007 | Publicity: Martin Sheen (Charlie’s father) publicly promotes Jackson Clay with Paula Speert, Paige Apar. |
| 2008 | Lawsuit: Co-founder Paige Apar sues Paula Speert and Cassandra Estevez over Jackson Clay finances. |
| 2010-09-25 | Cassandra married: Cassandra Estevez weds Casey Huffman in California; Charlie Sheen attends, walking her down the aisle. |
| 2013-07 | Next generation: Cassandra and Casey’s daughter, Luna Huffman (Sheen’s granddaughter) is born. |
| 2015 | HIV revelation: Sheen publicly reveals his HIV status in front of Cassandra; he praises her strength. |
(Additional context: In the intervening years, Paula Profit married entrepreneur Jokton Speert (by 2007) and co-founded a smaller venture called J-Play Worldwide in 2008 [corporate filings], though these efforts later became inactive. No other public events involving Paula or Cassandra (such as custody disputes) have been reported.)
Public Statements and Interviews
Paula Profit herself has not given public interviews about her past or daughter. Most information comes indirectly via others. Charlie Sheen has mentioned Paula only in context: for example, a 2025 Netflix article confirms “his high school girlfriend, Paula Profit, gave birth to his daughter, Cassandra”. In interviews Sheen refers to “Paula” or “my girlfriend in high school,” but does not elaborate.
Sheen has commented about Cassandra (hence Paula by extension). In 2009 Cassandra told CBS News that Sheen’s rehab decision was a positive step. In 2015 he told Today that Cassandra was “tough” about learning his HIV status. These statements show the co-parenting tone between Sheen and Paula (and their daughter), but there are no recorded quotes from Paula herself in reputable media. In short, Paula Profit has made no known public statements; all available quotes about her or her daughter come from Charlie Sheen or news reports.
result
Paula Profit remains a largely private figure. Publicly, she is identified only as Charlie Sheen’s ex–girlfriend and the mother of Cassandra Jade Estevez. Reliable sources confirm she gave birth to Cassandra in December 1984 and later married Jokton Speert. She pursued a modest business career (co-founding Jackson Clay USA and later J-Play Worldwide) but did not seek fame. Cassandra’s life events (wedding, child) have occasionally brought Paula’s name into the press, but Paula herself avoids media attention. All known facts about Paula Profit are drawn from court filings, trademark/business records, and news articles about Sheen and his family. Unverified details (e.g. exact birthdate) have been flagged accordingly.
Sources: Authoritative news outlets and trade publications (see citations above) were used for all verifiable facts. Where only fan/celebrity-biography sites exist (e.g. birthdate), those claims are treated as unverified.
FAQ: Paula Profit, Charlie Sheen’s High School Girlfriend
Q: Who is Paula Profit?
Paula Profit is an American businesswoman best known as Charlie Sheen’s high school girlfriend and the mother of his first child, Cassandra Jade Estevez. She has largely stayed out of the public eye despite her connection to the Sheen family.
Q: How did Paula Profit and Charlie Sheen meet?
Paula Profit and Charlie Sheen met while attending Santa Monica High School in California. They began dating during their senior year, years before Sheen became a Hollywood star.
Q: Did Charlie Sheen marry Paula Profit?
No. Charlie Sheen and Paula Profit were never married. They dated as teenagers but eventually ended their relationship after becoming parents.
Q: Do Paula Profit and Charlie Sheen have children together?
Yes. They have one daughter, Cassandra Jade Estevez, who was born on December 12, 1984. She is Charlie Sheen’s eldest child.
Q: Why is Cassandra’s last name Estevez instead of Sheen?
Cassandra uses the surname “Estevez,” which is the Sheen family’s original surname. Charlie Sheen’s birth name is Carlos Irwin Estévez.
Q: What is Paula Profit known for besides her relationship with Charlie Sheen?
Beyond her relationship with Charlie Sheen, Paula Profit is known for maintaining a private life and pursuing business ventures. She has generally avoided interviews, public appearances, and social media.
Q: Is Paula Profit an entrepreneur?
Yes. Public reports state that Paula Profit has been involved in several business ventures, including children’s products and game-related companies, although she keeps her professional life private.
Q: Is Paula Profit active on social media?
There are no verified public social media accounts belonging to Paula Profit. She has consistently chosen to live away from the spotlight.
Q: Is Paula Profit married now?
Public reports indicate that Paula Profit later married and has also been identified by the surname “Speert.” She has not publicly discussed her personal life.
Q: What is Paula Profit doing today?
Paula Profit is believed to live a quiet, private life focused on family and business. Unlike many people connected to celebrities, she has avoided media attention for decades.
Q: Does Paula Profit have grandchildren?
Yes. Her daughter, Cassandra Jade Estevez, and son-in-law Casey Huffman welcomed a daughter named Luna in 2013, making both Paula Profit and Charlie Sheen grandparents.
Q: Why does Paula Profit still attract public interest?
Interest in Paula Profit continues because she was Charlie Sheen’s first serious relationship and the mother of his eldest daughter. Her decision to live privately despite her connection to a famous actor has also drawn attention over the years.
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