On a recent episode of Conan O’Brien‘s talk show, “Conan O’Brien Needs A Friend,” the audience got a glimpse into the enduring friendship between comedy legends Albert Brooks and Rob Reiner. The two have known each other for a staggering 60 years, having met in high school.

It turns out that Rob had always wanted to do a project with Albert, inspired by the film “My Dinner with Andre.” However, Albert wasn’t initially keen on the idea. But as fate would have it, they eventually decided to collaborate on a documentary that would feature them sitting in a restaurant and talking.

Interestingly, the idea for the documentary came from someone else entirely, but Rob and Albert saw the potential and expanded on it. The heart of the documentary lies in the comedic bits they shared, showcasing Albert’s unparalleled talent for concept-driven comedy. Throughout his illustrious career, Albert’s comedy has transcended time and never relied on topicality, making it evergreen and universally enjoyed.

During the conversation, Conan O’Brien himself chimed in, acknowledging how Albert’s unique brand of comedy revolutionized the industry. He likened it to breaking the sound barrier, comparing Albert to Chuck Yeager, the test pilot who pushed the limits of aviation. Conan pointed out that numerous comedians, including Larry David, felt intimidated by Albert’s unparalleled wit and sought his approval.

But Albert’s genius went beyond just being funny. He often pushed the boundaries by performing comedy bits without ever trying them out beforehand. This level of commitment is what set him apart from others. Rob, who shared a house with Albert, recalled the first time Albert performed his iconic Mind piece. It didn’t initially work on the Steve Allen Show, but Albert remained unfazed and decided to give it another shot on The Tonight Show. This time, the audience caught up to his brilliance, and even Johnny Carson fell off his chair with laughter.

Throughout the discussion, Rob emphasized that it was Albert’s unwavering commitment to his material that made him such an excellent actor as well. While other comedians often approached their jokes with a “nudge nudge, wink wink” attitude, Albert embraced a serious and intense delivery that drew the audience in. It was this combination of unique ideas and fierce conviction that made Albert’s comedy so impactful.

Albert’s philosophy on performing for audiences was also distinct. He believed that audiences needed to discover and appreciate something new, rather than expecting what they already knew. Taking risks was crucial to Albert, as he believed that real growth and innovation came from pushing the boundaries and not playing it safe. In an industry where algorithms and executives prioritize familiarity, Albert’s approach serves as a reminder of the importance of taking creative risks.

The conversation between Albert Brooks, Rob Reiner, and Conan O’Brien showcased the deep bond between two comedy icons and the impact they have had on the entertainment industry. Their unwavering commitment to their craft and willingness to push the limits continues to inspire and entertain audiences worldwide.