Brent Montgomery has made the Greenwich community home for more than a decade, alongside his wife and partner in numerous business endeavors, Courtney Montgomery, and their children. Founding and leading businesses across entertainment, sports, real estate and investment, Montgomery’s journey has been defined by an eye for talent, an instinct for opportunity and a commitment to fostering community.
Starting his career as a television production assistant, Montgomery formed his first company, Leftfield Entertainment in the mid-2000s. He believed providing opportunities to skilled, under-the-radar individuals wasn’t just the right thing to do, it was a winning business strategy. His ability to identify and develop untapped talent, both on and off camera, fueled Leftfield’s rapid rise and eventual acquisition by international media conglomerate, ITV. Following the sale, Montgomery became CEO of ITV America, one of the largest independent producers of unscripted television in the U.S.
In 2018, Montgomery launched Stamford-based Wheelhouse, utilizing his expertise in talent and trend spotting to build a unique media and investment platform (the company also maintains offices in New York, Los Angeles and London).
He remains an avid supporter of enterprising individuals with ambition and work ethic and fuels his passion for mentorship and access by creating endeavors that “give back” and provide real-world paths to success. To that end, Montgomery recently founded nonprofit LaunchPad, dedicated to breaking down barriers for emerging talent in entertainment, sports and finance. The initiative kicked off in 2023 as part of the Village Community Foundation and offers students career opportunities, mentoring and workshop sessions with business leaders who provide tools and a better understanding of “how to get in” to their desired fields.
For Montgomery, LaunchPad is an extension of the values that shaped his own journey, and a testament to his belief that talent is everywhere, but opportunity is not.