Actor & Comedian Rob Riggle


To the wider audience, Rob Riggle is perhaps most famously recognized for his comedic stint on *The Daily Show *and unforgettable role in The Hangover. However, his journey extends much further than the silver screen. While Hollywood grapples with an AI-driven transformation, and a consequential pause due to an ongoing strike, Riggle remains unflinchingly optimistic. "I always believe in people," he asserts, signaling his confidence in the industry's ability to navigate this critical moment.

Riggle's transition from a passion for theater and improv in high school to serving with distinction in the U.S. Marine Corps is a marked one. Despite the allure of Hollywood, the call to serve as a real-life "TOP GUN" was strong. From evacuating embassies in Liberia to deployments in Afghanistan, his commitment to his nation took center stage. But the call of comedy never left, and a gentle nudge from his Second City friends saw him swap combat boots for comedy sketches.

His ambition to join SNL stemmed from a pivotal decision to quit flight school in the '90s. Riggle, upon leaving the school, wrote down his aspirations in the back of a book, Tony Robbins’ Unlimited Power, setting SNL as his single goal. A decade later, Lorne Michaels extended an invitation to audition for the coveted show. Riggle accredited some of his drive to Tony Robbins' book, emphasizing the importance of actionable steps to make dreams a reality. His years at the Upright Citizens Brigade Theatre, surrounded by comedians like Amy Poehler, gave him a veritable comedy masterclass, paving the way for his success.

Despite achieving his dream of joining SNL in 2004, he was on the show for just one season. The election year, typically a high point for *SNL *due to the comedic coverage of political debates, did not yield the anticipated ratings boost in 2004. As a result, Riggle became part of an overhaul at NBC, lasting just that season on the iconic comedy program.

Riggle’s departure from Saturday Night Live was a bruising blow that left him contemplating the weight of familial expectations and financial security. Yet, he forged ahead, facing auditions, rejections, and financial instability, climbing the comedic ladder once more to shine during The Daily Show's cultural zenith. Here, amidst legends like Jon Oliver, he carved out a niche — mastering the art of comedic commentary.

Drawing inspiration from figures like Teddy Roosevelt, he has internalized the former president's relentless pursuit of self-improvement and personal success. Much like Roosevelt's journey from a fragile child to an influential leader, Riggle believes in giving everything one's all. His interest and respect for the business realm attests to his expansive vision. Riggle says of his fascination with entrepreneurship, "The business of America is business."

His mantra, "Always Be Developing" – reminiscent of the famed line from Glengarry Glen Ross – mirrors the philosophy of entrepreneurs: always be innovative, always stay relevant, and always move forward. In an industry where only a handful receive tailor-made scripts, Riggle’s tenacity pushes him beyond the spotlight to explore new horizons and establish businesses both within and outside of Hollywood, exemplifying the universal themes of resilience, adaptability, and evolution.

Rob Riggle's journey, from the comedy circuits to the corridors of entrepreneurship, highlights the interconnected tapestry of creativity that stretches from Hollywood to Silicon Valley.

Weekly Newsletter

For Leaders

Subscribe to the weekly newsletter read by the world's most influential CEOs.