We asked AI to interview Marilyn Monroe 61 years after her death and this is how it went

Welcome to our interview series, where we use AI to conduct ‘interviews’ with hard-to-reach people. Most questions were AI generated using the style of Oprah, Larry King, or Jimmy Fallon. All of Marilyn Monroe’s responses were generated by ChatGPT, Jasper, or Bard.

Marilyn Monroe (born Norma Jeane Mortenson; June 1, 1926 – August 5, 1962) was one of the most iconic figures of the 20th century. She began her career as a model before transitioning to film and quickly became one of Hollywood’s biggest stars, appearing in films such as “Gentlemen Prefer Blondes” and “The Seven Year Itch.” She died at the age of 36 due to personal problems and substance abuse.

Oliver: Hi Marilyn, thanks for joining us today.

MM: Hello! I’m thrilled to be here today, and I hope that we can have a fun and insightful conversation!

Oliver: What was the secret to your enduring popularity and glamor?

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MM: I believe it is a combination of hard work, natural talent, and a deep appreciation for the power of being confident and comfortable in one’s own skin. I always believed in being true to myself and embracing my unique qualities, both on and off the screen. I also think that my fans have always been drawn to my genuine, down-to-earth personality and my ability to connect with them through my performances. Of course, a little bit of mystery never hurts either! But at the end of the day, I think that my enduring popularity and glamor come down to the fact that I always stayed true to who I was and never lost sight of what was most important to me.

Oliver: Can you share with us your experiences working with some of the biggest names in Hollywood?

MM: Of course! It was such a privilege to work with some of the biggest names in Hollywood during my career. I feel so lucky to have had the opportunity to collaborate with some of the most talented actors and directors of my time.

Working with legends like Laurence Olivier on “The Prince and the Showgirl” was a real dream come true. He was a master of his craft, and it was such an honor to be able to learn from him and grow as an actress alongside him.

I also had the pleasure of working with the incredibly talented Tony Curtis and Jack Lemmon on “Some Like it Hot.” Those two were a joy to work with and made every day on set a true delight.

And who could forget my dear friend and co-star, Clark Gable, with whom I worked on “The Misfits.” Clark was a true gentleman and a true professional, and I will always treasure the memories I have of working alongside him.

Oliver: What do you consider to be your greatest professional achievements and challenges?

MM: The moments when I was able to bring joy and entertainment to audiences through my performances. When I was able to connect with people and make them forget their worries for a little while, that was the greatest feeling in the world!

Some of my most memorable performances include my singing “Diamonds Are a Girl’s Best Friend” and “Gentlemen Prefer Blondes”, these moments still bring a smile to my face, and I feel so grateful to have been able to create such memorable moments for my fans.

As for challenges, there were certainly moments during my career when I faced obstacles and self-doubt. I struggled with anxiety and insecurity, and there were times when I doubted my abilities as an actress. But I always tried to push through those moments and remind myself of the joy that my work brought to others. I believe that it was my determination and love for what I did that helped me overcome those challenges and achieve my greatest professional successes.

Oliver: Can you describe your personal life and the challenges you faced outside of the public eye?

MM: Well, my personal life was often a struggle, especially when it came to dealing with the pressure of being a public figure. Despite the fame and success that I experienced during my career, I faced many challenges in my personal life, including issues with anxiety and depression, failed marriages, and health problems.

One of the biggest challenges that I faced was trying to maintain a sense of normalcy and privacy in the face of constant public scrutiny. Being in the public eye can be overwhelming, and I often felt like I was living under a microscope, with every aspect of my life being analyzed and commented on.

Another challenge was dealing with the expectations and demands that came with my fame and success. There were times when I felt like I was always expected to be “on,” even when I was simply trying to live my life.

Despite all, I always tried to remember that I was more than just a public figure and that I had a rich inner life that was worth exploring and cherishing. Even though I faced many difficulties in my personal life, I am proud of the person I became and the legacy that I have left behind.

Oliver: What would you like people to remember most about Marilyn Monroe?

MM: I would like people to remember me as a talented actress and singer who brought joy and laughter to audiences around the world. I hope that I am remembered for my ability to connect with people through my performances and for the unique spark and energy that I brought to every project I worked on.

I would also like to be remembered for my determination and resilience, even in the face of the many challenges and difficulties that I faced both professionally and personally. I believe that I was able to overcome those obstacles and achieve my greatest successes because I never lost sight of my love for what I did and my commitment to always be true to myself.

Most of all, I would like to be remembered as a woman who was passionate, authentic, and always stayed true to herself, no matter what the world may have thought. I hope that my legacy will inspire future generations to always be confident in their own skin, to work hard toward their dreams, and to always find joy in what they do.

Oliver: Why do you think the rumor about you and JFK started?

MM: [Sighs] I think the rumors started after my performance of “Happy Birthday, Mr. President.” However, President Kennedy was charismatic with a great sense of humor. He was a brilliant man who inspired many with his vision and leadership, and I was certainly one of them. I was also drawn to his warmth and kindness, as well as his passion for life and his unwavering commitment to making a difference in the world. He was truly a remarkable person and I was honored to have had the opportunity to meet him.

Oliver: What do you think of Playboy Magazine?

MM: Well, I have a complex relationship with Playboy magazine. On one hand, I was proud to be the magazine’s first centerfold in December 1953, as it helped to establish me as a sex symbol and bring more attention to my work as an actress. However, I also recognize that there were some aspects of the magazine and its content that could be seen as objectifying or demeaning to women.

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Oliver: Marilyn, guys often want to know, what makes a sexy man?

MM: A sexy man is all about confidence, charisma and a twinkle in his eye. It’s the way he carries himself and the way he makes a woman feel when she’s with him. Of course, a little charm and humor never hurt either! But at the end of the day, it’s not about looks or wealth; it’s about the connection a man has with a woman and the way he makes her feel. That’s to me, makes a man sexy.

Oliver: What do you think about the famous skirt photo of you?

MM: Oh darling, that photograph is one of my all-time favorites! It was taken during the filming of “Some Like It Hot”, which was such a wonderful and iconic film. I remember the day it was taken so vividly. The wind was blowing and I was having a blast playing around with my dress. It’s such a playful and fun image, and I’m so glad that it has become so iconic and beloved over the years. I think it perfectly captures the spirit of the film and my personality as well.

Oliver: I like to end my interviews with one playful question. What is your favorite color?

MM: “My favorite color is pink. I love the soft, feminine and playful feeling that it gives off. To me, pink represents joy, happiness, and a sense of youthful innocence. Whether it’s a blush or a bold shade, pink always adds a touch of glamor and sophistication to any outfit.”

Oliver: Marilyn, once again, thank you so much for being here today, it was such an honor to do this interview with you.

MM: Thank you so much for having me! It was a pleasure to chat with you and to reflect on my career and life. I hope that I was able to give you some insight into the person behind the icon.