Driven by Tech. Grounded in People. Focused on Impact.
Kenneth Thomas is a forward-thinking IT executive and strategic advisor known for transforming technology from a cost center into a growth catalyst. With over 15 years of experience leading infrastructure overhauls, streamlining tech operations, and building high-performing teams, he’s made a career out of simplifying complexity and aligning technology with real business outcomes.
Currently serving as the Director of IT at NESN (New England Sports Network), Kenneth oversees critical systems that power broadcast media, enterprise communication, and organizational efficiency. He’s led high-impact transitions, from legacy platforms to cloud-based architectures, and built scalable frameworks that support both day-to-day stability and long-term innovation.
But Kenneth’s leadership style is about more than technology—it’s about people. He believes the best IT leaders aren’t just problem solvers; they’re translators, culture carriers, and trusted partners across the business. His approach is a blend of analytical and empathetic, drawing on his deep technical background and natural ability to lead with clarity and care.
My personality drives me to lead assertively, think logically, and focus on real-world solutions. [Learn More]
A Southern Gentleman with a Strategic Edge
Born and raised in the South, Kenneth brings a grounded sense of hospitality and resilience to every role he plays—whether he’s advising executives, mentoring future tech professionals, or negotiating with vendors. His calm under pressure, paired with an instinct for execution, has earned him a reputation as a steady hand in fast-moving environments.
Outside of NESN, Kenneth is the founder of an independent consulting practice dedicated to helping organizations modernize their technology strategy, without losing sight of people, purpose, or performance. He specializes in digital transformation, tech stack simplification, and cross-functional IT alignment for small to mid-sized businesses.
Advocate. Advisor. Operator. Mentor.
Kenneth is deeply invested in the next generation of tech talent. He’s a mentor, a speaker, and an advocate for increasing representation in tech—especially for Black and Brown professionals navigating spaces that weren’t built for them. His own journey has been shaped by navigating corporate spaces with intention, authenticity, and a constant desire to create space for others.
In His Own Words
“I don’t just want to build better systems—I want to help people thrive within them. Technology should be empowering, not overwhelming. My job is to bring structure to the chaos and make the complex feel approachable—for businesses, for teams, and for the next generation of leaders.”
View Kenneth's Experience
Review his employment and educational background, and other experiences.
Whether you're a business leader ready to modernize, a professional looking for perspective, or a student figuring out your next move, Kenneth brings strategy, warmth, and a genuine willingness to help.
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