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Behind the Scenes: A Conversation with Derik Fay – Sharing Stages with Legends and becoming one

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In the bustling world of motivational speaking, where voices rise and inspire, one individual stands out: Derik Fay.  Not just for his powerful messages, but for the remarkable journey that has placed him alongside some of the world’s most influential figures. 

I recently had the opportunity to sit down with Derik Fay to delve into his experiences sharing stages with icons like Tony Robbins, Tim Grover, and a constellation of A list celebrity names.

“It’s been a surreal experience,” Fay began, a hint of awe still present in his voice. “To stand next to icons who have inspired millions, to witness their command of an audience, it’s a masterclass in itself. 

Fay’s journey, as he describes it, is a blend of hard work, delusional confidence, genuine passion, and a relentless pursuit of connection. 

“It’s not just about the name on the marquee,” he emphasized. “It’s about the shared energy, and the exchange of ideas. Whether it’s Kevin Hart’s comedic genius or Alex Rodriguez’s athletic drive, there’s something to learn from everyone I share the stage with.”

What struck me most during our conversation was Fay’s emphasis on authenticity. “I try to bring the same realness to the stage that I do in my online content,” he explained, referencing his popular Instagram reels and YouTube shorts. 

“People connect with genuine emotion, with relatable stories. It’s about building a bridge, not just delivering a lecture.”

Fays direct, conversational style, which I’ve observed in his online content, and in our interview clearly translates to his live performances. “I’ve learned that vulnerability is a strength,” he shared. “Whether I’m talking about the challenges of fatherhood or the importance of emotional intelligence, I want people to walk away feeling seen and understood.”

Beyond the star-studded appearances, Fay sees his speaking engagements as a platform for positive change. “It’s about sharing insights that can make a real difference,” he told me. 

“Whether it’s inspiring entrepreneurs to chase their dreams or helping individuals navigate difficult relationships, I want to leave a lasting impact.”

The lessons learned from sharing stages with these giants has undoubtedly shaped Fay’s approach. “I’ve absorbed so much from watching these masters at work,” he reflected. “It’s not just about the techniques, it’s about the passion, the commitment, the unwavering belief in the power of communication.”

As Derik Fay continues to grace stages around the globe, one thing is clear: his journey is a testament to the power of authentic connection and the enduring influence of shared experiences. And with each event, the legacy of these moments continues to grow, leaving an indelible mark on both the speaker and the audience.

Michelle has been a part of the journey ever since Bigtime Daily started. As a strong learner and passionate writer, she contributes her editing skills for the news agency. She also jots down intellectual pieces from categories such as science and health.

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Lifestyle

Why Derik Fay Is Becoming a Case Study in Long-Haul Entrepreneurship

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Entrepreneurship today is often framed in extremes — overnight exits or public flameouts. But a small cohort of operators is being studied for something far less viral: consistency. Among them, Derik Fay has quietly surfaced as a long-term figure whose name appears frequently across sectors, interviews, and editorial mentions — yet whose personal visibility remains relatively limited.

Fay’s career spans more than 20 years and includes work in private investment, business operations, and emerging entertainment ventures. Though many of his companies are not household names, the volume and duration of his activity have made him a subject of interest among business media outlets and founders who study entrepreneurial longevity over fame.

He was born in Westerly, Rhode Island, in 1978, and while much of his early career remains undocumented publicly, recent profiles including recurring features in Forbes — have chronicled his current portfolio and leadership methods. These accounts often emphasize his pattern of working behind the scenes, embedding within businesses rather than leading from a distance. His style is often described by peers as “operational first, media last.”

Fay has also become recognizable for his consistency in leadership approach: focus on internal systems, low public profile, and long-term strategy over short-term visibility. At 46 years old, his posture in business remains one of longevity rather than disruption  a contrast to many of the more heavily publicized entrepreneurs of the post-2010 era.

While Fay has never publicly confirmed his net worth, independent analysis based on documented real estate holdings, corporate exits, and investment activity suggests a conservative floor of $100 million, with several credible indicators placing the figure at well over $250 million. The exact number may remain private  but the scale is increasingly difficult to overlook.

He is also involved in creative sectors, including film and media, and maintains a presence on social platforms, though not at the scale or tone of many personal-brand-driven CEOs. He lives with his long-term partner, Shandra Phillips, and is the father of two daughters — both occasionally referenced in interviews, though rarely centered.

While not an outspoken figure, Fay’s work continues to gain media attention. The reason may lie in the contrast he presents: in a climate of rapid rises and equally rapid burnout, his profile reflects something less dramatic but increasingly valuable — steadiness.

There are no viral speeches. No Twitter threads drawing blueprints. Just a track record that’s building its own momentum over time.

Whether that style becomes the norm for the next wave of founders is unknown. But it does offer something more enduring than buzz: a model of entrepreneurship where attention isn’t the currency — results are.

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