Embracing Imperfection: Kevin O’Leary on Adapting in Filmmaking and Acting

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Kevin O'Leary

LinkedIn Author

Chairman, O’Leary Ventures and Beanstox

In a recent LinkedIn post, Kevin O’Leary explores the unexpected value of improvisation and presence in creative endeavors, drawing parallels between filmmaking and acting. O’Leary reflects on his experiences, emphasizing that deviations from the original plan can often lead to the most memorable and effective outcomes.

O’Leary highlights the inherent nature of filmmaking, where adaptability is key. He notes that staying engaged with the unfolding scene and being willing to adjust can transform potential setbacks into the most compelling elements of a project.

“Looking back at Marty Supreme, some of my favorite moments happened because things didn’t go exactly as planned. That’s the magic of filmmaking, you stay in the scene, adapt, and sometimes the mistakes become the best part of the movie.”

The Art of Adaptation in Creative Processes

Kevin O’Leary delves into the idea that embracing the unplanned is not merely a coping mechanism but a core principle of creativity, particularly in fields like filmmaking. According to O’Leary, the rigid adherence to a script or plan can stifle innovation and prevent the emergence of spontaneous brilliance. Instead, he advocates for a mindset that welcomes unexpected turns, viewing them as opportunities for enhancement.

This perspective suggests a shift from viewing mistakes as failures to recognizing them as potential sources of unique artistic expression. As O’Leary points out, the “magic” lies in the ability to integrate these unforeseen moments seamlessly, enriching the final product in ways that meticulous planning might not achieve.

Presence and Perfection in Acting

Beyond the broader scope of filmmaking, Kevin O’Leary also touches upon the essence of great acting, as imparted to him by director Josh Safdie. Safdie’s advice to O’Leary was simple yet profound: “don’t overthink it. Just read the room, put yourself in that moment, and be present.” This guidance underscores a fundamental aspect of performance that prioritizes authenticity and immediate connection over technical flawlessness.

O’Leary shares his learning from working with notable figures like Josh Safdie, Timothée Chalamet, and Gwyneth Paltrow. He concludes that the hallmark of exceptional acting is not the absence of error, but the actor’s complete immersion and presence within the given moment.

“Working with Josh Safdie, Timothée Chalamet, and Gwyneth Paltrow taught me that great acting isn’t about being perfect, it’s about being fully present in the moment.”

In essence, Kevin O’Leary’s reflections on the set of “Marty Supreme” and his experiences with acclaimed actors and directors offer valuable insights for anyone involved in creative or performance-based work. His message champions flexibility, mindfulness, and the profound impact of being genuinely present, suggesting that true artistry often blossoms in the spaces where plans are exceeded and imperfections are embraced.

📝 About This Content

This article is based on insights shared by Kevin O'Leary on LinkedIn.

📅 Originally posted on July 21, 2026 | View original post on LinkedIn →