Kevin Dillon Net Worth, Career & All (2025 Updated)

Kevin Dillon began his acting career in 1983, appearing in small roles on television and film. He gained recognition for his portrayal of Johnny Drama on the hit HBO series Entourage, a role which earned him a Golden Globe Award for Best Supporting Actor.

Before Entourage, he had notable roles in films such as The Doors and Platoon. In addition to acting, Dillon has also directed several episodes of Entourage and other TV shows.

Outside of his successful acting career, Dillon is known for his publicized struggles with substance abuse.

He has been candid about his battle with addiction and credited being sober since 2011 for allowing him to have a renewed focus on his work and family life. Dillon's net worth is estimated to be $10 million, largely thanks to his successful acting career.

He has also made wise investments, including purchasing a home in Los Angeles for $3.75 million in 2005 and selling it for $6.1 million in 2017.

In addition to his acting work, Dillon makes appearances at various events, often with his Entourage co-stars. He resides in Los Angeles with his two children from his previous marriage.

Thus, we can say that Kevin Dillon has built a successful acting career and continues to maintain his sobriety, resulting in an impressive net worth of $10 million.

With his past successes and continued presence in Hollywood, this figure will likely only continue to grow.

Kevin Dillon Net Worth and Wiki (2025)

Full Name	Kevin Brady Dillon
Net Worth	$10 million
Date of Birth	August 19, 1965
Place of Birth	Mamaroneck, New York, United States
Height	5 ft 9 in
Education	Hommocks Middle School, Mamaroneck High School
Residence	Los Angeles, California
Religion	Catholic
Nationality	American
Ethnicity	Irish
Occupation	Actor
Marital status	Divorced
Children	2
Profession	Acting, directing
Notable Work	Entourage, The Outsiders, Platoon
Awards	Golden Globe Award for Best Supporting Actor, Primetime Emmy Award nomination
Years active	1983-present

Net Worth

As of (2025), Kevin Dillon's net worth is estimated to be $10 million. This wealth can largely be attributed to his successful acting career, with notable roles in films such as The Doors and Platoon, as well as his long-running role on the hit HBO series Entourage.

In addition to his acting work, Dillon has also made wise investments, including purchasing a Los Angeles home for $3.75 million in 2005 and selling it for $6.1 million in 2017.

He continues to make appearances at various events and pursue acting opportunities. As such, he is likely to see an increase in his net worth in the future and will continue to be a successful player in Hollywood.

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Early Life and Education

Kevin Dillon was born on August 19, 1965, in Mamaroneck, New York, to Mary Ellen, a homemaker, and Paul Dillon, an actor, and salesman.

He has an older brother, Matt Dillon, who is also a successful actor. Growing up in a family with both parents working in the entertainment industry gave him early exposure to the world of acting.

Kevin Dillon attended Hommocks Middle School and Mamaroneck High School before dropping out at age 17 to pursue his acting career full-time.

Though he did not complete his education, he later received his GED certificate and even earned praise for his role as a high school dropout in the film The Outsiders.

Kevin Dillon appeared in various television shows and films throughout his childhood and teenage years, including a small role in The Flamingo Kid alongside Matt Dillon.

He also appeared in several music videos for artists like Bob Dylan and Green Day before gaining recognition for his roles in films such as Platoon, No Escape, and The Doors.

As a result, we can conclude that Dillon was drawn to the entertainment world from a young age and explored performing chances early in his life. This dedication eventually led to his great profession and impressive net worth.

Career

Kevin Dillon's breakout role came in 1986 when he starred as Private Griffin in Oliver Stone's war drama Platoon, for which he earned praise from critics and audiences alike.

He continued taking on various film roles throughout the late 1980s and 1990s, including No Escape, The Doors, and There's Something About Mary.

In 2004, Dillon landed the Johnny "Drama" Chase role on HBO's Entourage. The show became a hit and ran for eight seasons, earning multiple Emmy nominations.

Kevin Dillon's performance as the wannabe actor brother of the lead character Vincent Chase earned him a Golden Globe Award for Best Supporting Actor in 2006.

In addition to acting, Dillon has directed several Entourage episodes and appeared on Broadway in 2009's A Streetcar Named Desire.

He continues to make appearances at various events, often with his Entourage co-stars.

Outside of acting, Dillon has also made smart investments, including purchasing a Los Angeles home for $3.75 million in 2005 and selling it for $6.1 million in 2017.

His success in both his acting career and investments have contributed to his current net worth of $10 million.

His career took a turn in recent years with roles on the television shows Kingdom, I’m Dying Up Here, and in the film War Dogs.

He also starred alongside his brother Matt Dillon in the 2019 crime drama City on a Hill. Thus, Dillon continues to actively pursue acting opportunities and is likely to see an increase in his net worth in the future.

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Personal Life

Kevin Dillon has been married twice, but both marriages could not last long. he is currently single and is focusing on his career. He has 2 children whom he loves very much and often spends time with them.

In his spare time, Dillon enjoys playing golf and is a member of the Birdies for a Breast Cancer organization, which raises funds for breast cancer research through golf tournaments. He also supports various charities, including The Lunchbox Fund and The Art of Elysium.

He loves to travel, often vacationing with friends and family in exotic locations worldwide, such as Bora Bora and the Maldives.

His social media pages show him living a luxurious and fulfilling life, and it is clear that his successes in the entertainment industry have provided him with an enjoyable lifestyle.

He also has a collection of vintage cars, including a 1965 Mustang and several classic Harley-Davidson motorcycles. Thus, his personal life is filled with hobbies and interests that bring him joy and add to his overall wealth.

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Awards and Nominations

Awards are not the only way to measure success, but they serve as recognition for a well-done job. Kevin Dillon has been nominated for several awards throughout his career, including Emmy nominations for Entourage and Screen Actors Guild Awards for City on a Hill.

In addition to his Golden Globe win for Entourage, he also won an Online Film & Television Association award and was granted a star on the Hollywood Walk of Fame in 2011.

While he continues to pursue challenging roles in film and television, we will likely see him receive more accolades in the future to acknowledge his talent and hard work.

He was also nominated for a Blockbuster Entertainment Award for his Private Griffin in Platoon role and was named one of People Magazine's "50 Most Beautiful People" in 2000.

Overall, Kevin Dillon has proven himself to be a skilled and versatile actor, able to bring depth and emotion to both comedic and dramatic roles.

As he continues to take on impressive projects, we will likely see an increase in both his net worth and awards recognition in the future.

Milestones 

milestones are always an important part of one's career and personal life. Following are some of the most notable milestones in Kevin Dillon's career and personal life:

• Making his film debut in No Small Affair (1984)
• Landing the role of Johnny "Drama" Chase on Entourage, which gained him widespread recognition and various award nominations/wins (2004-2011)
• Directing several episodes of Entourage (2008-2011)
• Starring on Broadway in A Streetcar Named Desire (2009)
• Receiving a star on the Hollywood Walk of Fame (2011)
• Appearing in the crime drama City on a Hill alongside his brother Matt Dillon (2019)
• Purchasing a Los Angeles home for $3.75 million in 2005 and selling it for $6.35 million in 2018, showing an increase in his real estate investments

These milestones showcase Dillon's successful and ongoing career in Hollywood and his achievements. As he continues pursuing new projects and opportunities, we expect to see even more impressive milestones added to this list.

Where does Kevin Dillon spend most of his money?

Kevin Dillon spends much of his money on luxury vacations, such as exotic trips with friends and family to countries like Bora Bora and the Maldives. He also spends money on his various hobbies, such as collecting vintage cars and motorcycles.

Additionally, Dillon has invested in real estate, purchasing a Los Angeles home for $3.75 million in 2005 and selling it for $6.35 million in 2018.

He also spends a lot on charitable causes, including being a supporter of the Sean Penn Haiti Relief Organization and participating in charity events such as the Global Lyme Alliance gala. Giving back is important to Dillon, and he uses some of his wealth to support good causes.

Overall, his expenses reflect a mix of indulgences and investments, as well as generosity toward others and important causes.

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How does Kevin Dillon make his money?

Kevin Dillon's main source of income is his career as an actor, with Entourage being one of his most notable roles. He has also appeared in films such as The Blob, Platoon, and War Machine, among others.

In addition to acting, Dillon also earns money through various endorsements and sponsorships. He has been a spokesperson for brands such as BMW and Budweiser. He has even launched his line of tequila called "Pure, wondering what will be next for this talented and successful actor both in terms of projects and financial endeavors.

He also earns a lot from real estate investments, as evidenced by his successful sale of a Los Angeles home in 2018. Overall, Dillon's income is mainly derived from his acting career and various endorsement deals, with real estate investments also playing a role.

We can expect to see an increase in Dillon's net worth as he continues to pursue new acting roles and make wise investments.

As he continues to prove himself as a talented and versatile actor, we can expect even more success in the future. With a combination of hard work and smart decisions, Kevin Dillon's net worth will likely continue to grow.

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5 Success lessons to learn from Kevin Dillon 

Success lessons are always important for both personal and professional growth. Here are some success lessons we can learn from Kevin Dillon:

1. Follow your passion – Kevin Dillon has always been passionate about acting, starting in his high school productions and eventually landing roles in film and television. Following your passion can lead to a fulfilling career and even success in other areas of life.

2. Take risks – Dillon took the risk of leaving his successful role on Entourage to pursue new opportunities, ultimately leading him to land his role on City on a Hill. Taking risks can open up new doors and lead to even greater success.

3. Don't let criticism deter you – Despite initial negative reviews for Entourage, the show became widely popular and gained a cult following. Dillon didn't let criticism bring him down and instead continued to work hard, leading to his success on the show.

4. Stay humble – Dillon remains grounded and down-to-earth despite his fame and wealth. He is known for being kind and approachable with fans, showing that staying humble can endear you to others and make for positive relationships in both personal and professional aspects of life.

5. Give back – Kevin Dillon uses some of his wealth to support charitable causes, showing the importance of giving back to those in need and being generous towards others.

Overall, these lessons show the importance of following your passion, taking risks, not letting criticism discourage you, staying humble, and giving back to others.

Favorite Quotes from Kevin Dillon

Favorite quotes are always helpful for motivation and inspiration. Here are some of my favorite quotes from Kevin Dillon:

• "I've realized that being happy is a choice. You never want to rub anybody the wrong way or not be fun to be around, but you have to be happy. When I get up in the morning, I think, 'I'm going to have a great day.' And if things turn out crappy, I just say tomorrow's going to be better."
• "I don't like being afraid, living in fear, or walking on eggshells. It's not healthy for me. So I try to keep everything as positive as possible."
• "I think it's important to have a good work ethic, to be punctual and professional and prepared."
• "There's always room for improvement. I still want to learn more about the craft of acting and how to become better at it."
• "I believe in karma. What goes around comes around. I think if you treat people well and do good things, good things will happen to you."

Overall, these quotes emphasize the importance of being happy, staying positive, having a good work ethic, continuously learning and improving oneself, and treating others with kindness. These are all important values for success in life.

Relationships

Kevin Dillon was married to model and actress Jane Stuart, whom he met in 2006. The couple has a son named Ava together, and they used to live in Los Angeles together, but they got separated in 2019.

He was also in a long-term relationship with fashion model and actress Cameron Diaz from 1995 to 1998. He was even engaged to singer/actress Emily Small until they called off their engagement in 2009.

Currently, there is no information on his current romantic relationships, but he seems to be focusing on his career and family at the moment.

He maintains a close relationship with his Entourage co-stars, often spending time with them outside of work and attending events together.

He also remains close with his siblings, including actor Matt Dillon. Overall, it seems that family and relationships are important to Dillon, as evidenced by his strong bonds with his loved ones.

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Controversies

In 2012, Kevin Dillon was arrested and charged with assault after getting into a physical altercation with a man outside of his Manhattan hotel.

He pleaded guilty to the charges and received a conditional discharge, which meant that the charges would be dismissed as long as he stayed out of trouble for six months.

Although this incident was certainly controversial and negative, it appears that Dillon learned from the experience and has not gotten into any further legal trouble since then.

This shows the importance of taking responsibility for one's actions and learning from mistakes to move forward and grow.

He also faced some criticism for his portrayal of Johnny's "Drama" Chase on Entourage, as some viewers felt that the character was a negative and stereotypical depiction of an Italian-American.

However, Kevin Dillon has defended his performance, stating that he believes the character is more complex than just being a stereotype.

Overall, while Dillon has faced some controversy in his personal life, he seems to value self-improvement and growth and is willing to take responsibility for his actions and learn from any mistakes.