Kyle Hanslovan: Florida’s Cybersecurity Maverick Who Won’t Play By The Rules

Photo Credit: Kyle Hanslovan

The Self-Made Tech Mogul Who Turned the World of Cybersecurity on Its Head Is Hunting for His Next Big Battle

Kyle Hanslovan is no ordinary tech CEO. With a reputation as an “ethical hacker” and the co-founder/CEO of Huntress—a cybersecurity company catering to small and midsized businesses—he’s rewritten the rules of the game. While his professional accolades sparkle, it’s his high-energy, no-apologies attitude that truly sets him apart. Even a bout of COVID couldn’t slow him down—he matched (and exceeded) my conversational energy just days after recovery.

It’s easy to conjure up the image of Kyle as the quintessential self-made billionaire entrepreneur. His light-on-his-feet business maneuvers frustrate investors and outsmart competitors. Yet, beneath his disruptive tactics lies an undeniable authenticity. Hanslovan isn’t interested in playing the part of a stereotypical CEO. Instead, he embraces his quirks and complexities, unafraid to be seen exactly as he is.

Raised by a single mother and shaped by a nomadic childhood, Kyle’s story is one of grit and self-determination. From growing up surrounded by the rap culture of the West Coast to discovering the raw sounds of East Coast hip-hop as a teen in Florida, music became his escape and inspiration. Cash Money, No Limit, and Outkast provided the soundtrack to a life that defied expectations. Trap music, in particular, became his anthem—not because it’s “classy” or conventional for a top executive, but because it’s real, raw, and unapologetically him.

“Growing up broke with a single mom who moved us from boyfriend’s house to boyfriend’s house, I resonated with music that said you could be something more than your circumstances,” Kyle reflects. That connection drives his admiration for today’s artists, like Juice WRLD, who address pressing issues such as mental health and inequality. To Kyle, their message mirrors the same passion and purpose that fueled hip-hop’s early legends.

This rebellious spirit extends to his career. While Kyle balks at the overused label of “disrupter,” his actions speak for themselves. His success stems from what he calls “a certain level of delusion”—the ability to push forward with a vision even when the odds and opinions are against you. “When you’re operating from a place of passion, you don’t ask, ‘Is this relevant?’ You just keep going until you make it work,” he says.

That drive has earned Kyle a net worth that many envy, but he’s quick to downplay the role of money in his life. For him, it’s simply a byproduct of the battles he’s fought and won. Now, with Huntress thriving and his three children growing up fast, Kyle is ready to give back. “I want to support others who prove there’s a better way to do things—people who are willing to break the rules and rebuild for the greater good.”

Kyle also sees potential in AI to democratize industries, from cybersecurity to music. “AI will empower new voices, giving creators and innovators access to tools they could only dream of before,” he shares. For someone who thrives on deconstructing outdated systems, this new wave of technology is a thrilling frontier.

As Kyle reflects on his journey—from a scrappy teen with big dreams to a seasoned entrepreneur—he’s learned that success isn’t just about wealth. It’s about purpose. “There’s so much more we can do with our time here on earth beyond chasing dollars,” he says. With Huntress, Kyle has fused passion with profit, proving that business can be both meaningful and wildly successful even while working at the dock of the bay.