Lifestyle
The Entertainment Entrepreneur: Ben Stranahan

The word entrepreneur means “the one who bears the risk.” It’s en vogue these days to be an entrepreneur, or at least to call yourself one. But very few are willing to put in the time, energy, and sacrifice required to live the entrepreneurial lifestyle and to make their dreams come to life.
Becoming an entrepreneur in the entertainment industry is especially difficult. Not only do you have to have a desire to create something that people want, namely, your ability to perform and produce great art, but you will often have to master a complicated maze of networks, bureaucracy, politics, and unspoken rules as well. It can be nightmarish, exhausting, and simply soul crushing. And for most who try, it is.
Ben Stranahan is an artist of the highest order. He’s carefully crafted a brand as a performer, actor, musician, producer, fitness enthusiast and so much more, consistently creating quality work year in and year out and landing production and acting roles at the highest level. He’s a regular feature for festival rollouts, and is no stranger to the Thespian world as well.
Ben explains, “We can and must change the world for the better and teach people through the arts and the many facets of storytelling.”
Ben has produced for and worked with actors such as Neve Campbell, Bill Paxton, Imogen Poots, Jack Lowden, Alex Wolff, Keir Gilchrist and many more.
As his website and IMDB describes, “He has an electric energy that is injected into every role and is known to be a Director’s actor, working with the people around him to bring out the most compelling and dynamic characters. Ben belongs on the stage and in front of the camera, feeling at home with other artists and performers.”
In the TV landscape, Ben has produced the smart anthology series The Midnight Anthology starring Clancy Brown. The pilot premiered at the New York Television Festival in 2015 and won both the Artistic Achievement and Best Director awards at the festival. Ben and the The Midnight Anthology team are in development on the remaining episodes of the series.
Ben’s biography further explains, “Ben, an Aspen, Colorado native who was raised by inspiring and creative parents, found himself at a young age gripped by a lifelong passion for the arts. Ben quotes something Richard Linklater say in an interview that has stuck with him: “People who ask me why I make films don’t understand that it’s not a choice. Painters paint, filmmakers make films.”
Being a filmmaker is part of who Ben is as much as anything else. He’s equally skilled on both sides of the camera, with lead roles in such films as Adam Levins Population Zero and Andrew Chan’s award winning anthology series, The Midnight Anthology, starring Clancy Brown . As a seasoned producer, Ben has produced many feature films including Mean Dreams starring Bill Paxton, Sophie Nélisse, Josh Wiggins and Colm Feore, which premiered in 2016 in the Directors Fortnight at Cannes and as a Special Presentation at TIFF. Mean Dreams went on to be sold into over 50 countries and have theatrical releases in over 10 territories. He’s also produced the genre-bending psychological thriller Population Zero that’s been critically lauded around the world and produced the thriller Calibre, which was released on Netflix in 2018 and was nominated for 4 BAFTA awards, winning one for Best Actor – Jack Lowden. (www.benstranahan.com)
His most recent production work was Castle in the Ground, starring Imogen Potts, Neve Campbell and Alex Wolff, Which premiered at TIFF and SXSW. (BenStranahan.com)
Learn more about Ben’s incredible career and work at www.benstranahan.com
Lifestyle
Why Derik Fay Is Becoming a Case Study in Long-Haul Entrepreneurship

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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