DISCOVER OUR STORY

Our Vision

Pennyfield Capital, founded by an accomplished investor and technology executive, is a dynamic holding company specializing in technology consulting, real estate investments and a diverse portfolio spanning hospitality, food and beverage, and health & fitness. Our commitment to excellence drives us to provide detailed insights into our portfolios, giving potential investors the chance to engage in collaborative and mutually beneficial partnerships.

About

Vincent Rao

Born and raised in New York City, Vincent Chase Rao is a proud first-generation American. His mother immigrated to the United States from Larisa, Greece, while his father brought with him deep-rooted Italian traditions. Growing up in a multicultural household, Vincent developed a strong appreciation for hard work, heritage, and the power of diverse perspectives.

Professionally, Vincent has built a career at the intersection of business and technology. With a deep background in enterprise consulting and digital transformation, he’s held impactful roles at some of the world’s leading tech companies, including Microsoft, Salesforce, and Oracle. In each role, he has been entrusted with helping global organizations evolve their strategies through cutting-edge technologies—ranging from cloud computing and CRM to AI-driven platforms. His passion lies in solving complex business challenges, building meaningful client relationships, and driving long-term value.

Outside of the professional world, Vincent finds joy in life’s simple and grounding pleasures. He is a devoted family man, an avid health and fitness enthusiast, and loves spending time outdoors with his energetic Goldendoodle, Bhodi. Creativity is another important part of his life—he has appeared in several television shows and is making his feature film debut this Christmas in Marty Supreme, alongside Timothée Chalamet, Gwyneth Paltrow, and Kevin O’Leary.

Whether he’s working with C-level executives to shape digital strategy or preparing for a scene on set, Vincent brings energy, curiosity, and a relentless drive to everything he does. His journey is one of reinvention, resilience, and connection—and he’s just getting started.

Thanks for stopping by—feel free to explore, connect, and reach out. The best chapters are always ahead.