Paula Profit is a name that often surfaces in discussions about actor Charlie Sheen’s early life. She is the mother of his eldest child, Cassandra Jade Estevez, born on December 12, 1984 .
What makes Paula’s story remarkable is not her connection to a famous actor, but what she did afterward. She never sold a story, never gave an interview, and never capitalized on her relationship with Sheen . While his later relationships played out in tabloids and courtrooms, Paula walked away and stayed away .
This article explores what is publicly known about Paula Profit—her early relationship with Sheen, her life as a young mother, and her decision to build a private life on her own terms.
Quick Bio Table
| Attribute | Information |
|---|---|
| Full Name | Paula Profit (now Paula Speert) |
| Known For | Former high school girlfriend of Charlie Sheen; mother of Cassandra Jade Estevez |
| Profession | Entrepreneur |
| Nationality | American |
| Birthplace | California, United States |
| Date of Birth | March 27, 1965 |
| Age | 61 (as of 2026) |
| Children | Cassandra Jade Estevez (born December 12, 1984) |
| Grandchildren | Luna Huffman (born July 17, 2013) |
| Current Spouse | Jokton Speert |
| Education | Santa Monica High School |
Who Is Paula Profit?
Paula Profit is an American entrepreneur who entered the public record as Charlie Sheen’s high school girlfriend and the mother of Cassandra Jade Estevez, his eldest child . Born on March 27, 1965, in California, she attended Santa Monica High School, where she met Sheen in the early 1980s. At that time, Sheen was still known by his birth name, Carlos Irwin Estevez .
Unlike nearly every other figure in Sheen’s orbit, Paula has maintained near-total privacy for her entire adult life . She has no verified social media accounts, has never granted a magazine profile, and appears in business filings more often than entertainment headlines .
The High School Romance
Paula Profit and Charlie Sheen met as teenagers at Santa Monica High School in the early 1980s . Sheen had not yet adopted his stage name; he was still Carlos Irwin Estevez, the son of actor Martin Sheen, with ambition but no credits .
Their relationship was a serious high school romance. Sheen later recalled in his memoir, The Book of Sheen, that he began seeing his high school ex-girlfriend Paula Profit “for the late night physical benefits” . He described scaling the fire escape outside her room for their late-night trysts .
The relationship lasted about a month until they “dropped the birth control ball” and Paula became pregnant . Sheen was 18, and Paula had just turned 19 .
Motherhood at 19
On December 12, 1984, Paula gave birth to a healthy seven-pound baby girl named Cassandra Jade Estevez . She was 19 years old. Sheen was also 19 but did not attend the birth. He later wrote in his memoir that his “a bit later” didn’t turn the corner until after the new year .
Sheen later described Cassandra as “an absolute gift to humanity” .
The couple separated around 1986, when Cassandra was about two years old . Unlike every subsequent breakup in Sheen’s life, this one generated no custody fights, no leaked filings, and no public statements from either party .
Life Away from the Spotlight
After her relationship with Sheen ended, Paula Profit chose a path of privacy and independence. She never leveraged her connection to Sheen for personal gain .
She eventually found lasting love with Jokton Speert, an entrepreneur and CEO of Spirited Food, a food delivery company based in Oak Park, California . She took his name and became Paula Speert .
The couple lives in Oak Park, California, and by all accounts enjoy a quiet, happy life together . They do not have children together .
Career as an Entrepreneur
Paula built a career on her own terms. In 2002, she founded Jackson Clay, Inc., a company focused on children’s clothing and goods . In June 2008, she launched J-Play Worldwide, Inc., a company that creates and distributes playing card games globally .
Her business ventures demonstrate independence and ambition . She employed her daughter Cassandra at one point, showing how much of her business life was tied to family .
Her Daughter Cassandra
Cassandra Jade Estevez grew up away from Hollywood, even though her father was becoming a household name . Paula made sure of that.
Cassandra went to Loyola Marymount University, where she studied theatre . She didn’t pursue acting professionally, choosing instead to build a private, family-centered life.
In September 2010, Cassandra married her childhood sweetheart, Casey Huffman . Then on July 17, 2013, she gave birth to a daughter—Luna Huffman, making Paula a grandmother .
Paula as a Grandmother
Becoming “Grandma Paula” is one of the best chapters of her life . She has spoken warmly about her bond with Luna, now in her early teens. Family gatherings, quiet days, and watching her granddaughter grow are where her joy lives now .
Three generations of women, all choosing family over fame .
Key Takeaways
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Paula Profit was Charlie Sheen’s high school girlfriend and mother of his eldest child, Cassandra .
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She gave birth to Cassandra on December 12, 1984, at age 19 .
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She has never sold a story or given an interview about her relationship with Sheen .
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She remarried to Jokton Speert and now lives in Oak Park, California .
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She has built a career as an entrepreneur and is now a grandmother .
FAQ Section
Who is Paula Profit?
Paula Profit is Charlie Sheen’s high school girlfriend and the mother of his eldest daughter, Cassandra Jade Estevez .
How old is Paula Profit?
Paula Profit was born on March 27, 1965, making her 61 years old as of 2026 .
Did Paula Profit and Charlie Sheen have children together?
Yes, they have one daughter, Cassandra Jade Estevez, born on December 12, 1984 .
Did Paula Profit marry Charlie Sheen?
No, Paula Profit and Charlie Sheen never married . They dated from approximately 1984 to 1986 .
Where is Paula Profit now?
Paula Profit, now Paula Speert, lives in Oak Park, California, with her husband Jokton Speert .
What does Paula Profit do for a living?
She is an entrepreneur who founded Jackson Clay, Inc. (children’s clothing) and J-Play Worldwide, Inc. (playing card games) .
Final Thoughts
Paula Profit’s story stands out for what she chose not to do. While many of Charlie Sheen’s relationships played out in the tabloids, she walked away and never looked back .
She raised their daughter away from Hollywood’s glare, built her own career, and found lasting love. In an era where personal drama can be monetized, her choice of silence over spectacle speaks volumes about her character . She chose family, privacy, and a quiet life—and she succeeded on her own terms.
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