Eric Winegard
CEO
MarTech, Marketing, Entrepreneur
Boca Raton, FL, USA
Listen to Eric’s Podcast!
Eric Winegard: A Story of Reinvention, Resilience, and Remarkable Triumph
Eric Winegard’s life is a testament to the raw power of reinvention, grit, and the unyielding belief that one’s past does not have to define their future. From homeless shelters and foster homes to the helm of an eight-figure business, Eric’s journey is as inspiring as it is extraordinary.
Humble and Harsh Beginnings
Eric was born into circumstances that offered little promise. Raised by a single mother reliant on welfare, his childhood was marked by constant uncertainty and instability. At times, the only roof over his head was that of a homeless shelter. His family’s financial struggles meant basic needs were often out of reach. They created an environment where survival took precedence over any dreams of the future.
Adding to the hardship, Eric spent significant portions of his youth in foster care. He was shuffled between homes and environments where he struggled to fit in. The turbulence of his upbringing inevitably spilled over into his school life. Angry, restless, and searching for a sense of belonging, Eric frequently found himself at odds with authority. His rebellion manifested in fights, suspensions, and expulsions. This ultimately led him to drop out of high school without a diploma.
A Dangerous Detour
As a young adult, Eric Winegard gravitated toward the nightlife scene. Fast money and high-energy environments offered both escape and excitement. But the allure of the nightlife also exposed him to darker paths. In pursuit of quick cash and fueled by a lifestyle of reckless decisions, Eric began selling narcotics. This choice would bring him perilously close to losing everything.
It was during this turbulent chapter that Eric faced one of the most pivotal moments of his life. Nearly incarcerated for his involvement in drug dealing, he found himself standing at the edge of a precipice. By what he describes as “the luck of God,” Eric avoided prison. This twist of fate became his wake-up call.
A Radical Transformation
Determined never to squander the second chance he’d been given, Eric resolved to change the trajectory of his life completely. Despite not having a high school diploma, he pushed himself to go back to school. He earned his GED and later pursued higher education. It was the beginning of an uphill climb, but Eric was no stranger to adversity.
With relentless drive, he entered the workforce and began his ascent in the corporate world. Eric Winegard immersed himself in learning. He mastered the craft of sales and marketing. Through this, he cultivated the discipline and professionalism that had eluded him in his younger years.
Over the span of seventeen years, Eric rose through the ranks of a prominent marketing company in New York. He ultimately achieved the position of Vice President of Sales. His success was not merely professional—it was personal redemption. Each promotion and each achievement was proof that he was no longer defined by his past.
Entrepreneurial Success
While the corporate world brought Eric professional accolades, an entrepreneurial spirit burned within him; he was fueled by a desire to build something of his own and to create a life of freedom and purpose. Eric leapt into entrepreneurship.
Together with his wife, Alexis, Eric Winegard founded a digital marketing firm in South Florida. What began as a bold venture grew into an eight-figure enterprise. It served clients nationwide with cutting-edge digital marketing strategies, video production, SEO services, and more. Their company quickly earned a reputation for excellence and innovation. They outpaced competitors and transformed the marketing landscape for countless businesses.
Eric and Alexis, partners in both life and business, have built not just a thriving company but a culture rooted in hustle, integrity, and relentless pursuit of growth. Eric’s leadership style blends the hard lessons of his past with a deep compassion for those striving to better themselves. This makes him both a fierce entrepreneur and an empathetic mentor.
A Life of Purpose
Today, Eric Winegard is not just a successful business owner; he is a living embodiment of what’s possible when you refuse to surrender to circumstance. His story is one of tragedy turned into triumph, of mistakes transformed into wisdom, and of a man who reinvented himself again and again. He became the architect of his own destiny.
Eric is deeply committed to sharing his story, hoping to inspire others who feel trapped by their own struggles. He believes that no matter how low someone falls, it is possible to rise higher than they ever imagined.
From homeless shelters to corporate boardrooms, from the streets to eight-figure success, Eric Winegard has proven that the past is merely a chapter, not the entire book.
Eric Winegard is also featured on our premiere Features Page, and you can read the Podcast Interview Transcript.
