28 Jul YE Spotlight: Keagan Lewis
From Sound to Structure: Keagan Lewis is Always Legit
When Keagan Lewis first ventured into the world of entrepreneurship, he didn’t have fancy equipment, a stacked bank account, or a roadmap for success. What he did have was passion. A passion for sound, for quality, and for creating experiences that would leave a mark. That passion became the heartbeat of Always Legit Production (AL Production), his first business born from nothing more than a DJ’s dream and a determination to make it work.
But Keagan’s journey didn’t end there. Alongside AL Production came a second venture: K. Lewis Contracting, a business he never imagined would become not just a backup plan, but a lifeline. His path has been far from linear, but it is a reflection of what true entrepreneurship looks like; uncertain, imperfect, and always evolving.
The Birth of AL Production
Before AL Production was a business, it was a vision. As a DJ without equipment, Keagan often found himself on the outside looking in, but never gave up hope.
“Live Sound was something I always wanted to get into,” he shared. “But due to financial constraints, it just wasn’t happening.”
That changed when Keagan discovered Youth Business Trinidad and Tobago (YBTT) in 2012. With YBTT’s support, both financial and mentorship, he took a leap and formalized his audio production company. “YBTT helped me turn my dream into reality,” The support offered him the opportunity to not just purchase equipment, but to begin building something that reflected who he was; a brand built on reliability, professionalism, and clarity of sound.
AL Production quickly became more than a business, it became an extension of Keagan himself.
“My business is a reflection of me,” he says proudly. “Everything you see and hear is what I’ve worked on to get into reality.”
Setback Becomes a Turning Point
In 2018, tragedy struck. Keagan, then residing in Greenvale, lost nearly 70% of his audio equipment in one of the country’s most devastating floods. For a business dependent on tools and gear, the loss was monumental. It could have been the end of AL Production.
But instead of giving up, Keagan chose to pivot and rebuild.
“Losing all that equipment was a major setback, but it also opened a door to push my second business, K. Lewis Contracting.”
What began as a way to stay afloat financially quickly grew into a thriving operation that would later help him revive his first business. Construction helped fund the comeback of sound.
That ability to adapt, to find opportunity in crisis, is what makes Keagan’s story so remarkable. Not allowing disaster to derail his vision. He found another way to bring that vision to life.
Mistakes… The Realities of Entrepreneurship
Keagan is the first to admit that entrepreneurship hasn’t been easy. “I tend to be hard on myself and keep myself accountable for every misstep, setback, and bad financial move,” he shared. “But I’ve learned a lot from the first business and what not to do in the second.”
That learning curve was accelerated thanks to the mentorship support received through YBTT. The mentorship exposed him to new ways of thinking, new business models, and new strategies for growth. “It opened a lot of possibilities on where a business can go,” he reflected.
For Keagan, the mentorship experience wasn’t just about guidance—it was about gaining clarity, building confidence, and recognizing that he didn’t have to figure everything out alone.
Young and Unsure, but Determined
Keagan was just 21 when he decided to take the leap into self-employment. Like many young entrepreneurs, he wrestled with self-doubt and fear.
“I didn’t know what to expect. I was afraid of failure. I wondered if I could handle everything in the business by myself. If I could really expand. If I could live up to the potential I created in my mind.”
But step by step, year after year, Keagan pushed forward. And though he’s still recovering financially from past challenges, he remains grateful for the journey.
“I can’t complain,” he says. “I’m extremely happy with where I am today.”
Don’t Be Afraid to Start
For young people considering entrepreneurship, Keagan offers simple but powerful advice
“Don’t be afraid to start. Take risks. Some people don’t realize that risks are your own teacher, and the best learning curve you can get.”
His story shows that failure isn’t final. That every challenge carries a lesson. That sometimes, success looks like showing up again the day after you’ve lost everything.
Whether it’s setting up audio for a local event or managing a construction site, Keagan brings the same focus, pride, and purpose to every job. His work ethic is grounded in something bigger than profit: ownership, growth, and freedom.
Keagan continues to grow both AL Production and K. Lewis Contracting with an eye on expansion and long-term sustainability. He’s passionate about building brands that stand the test of time. Keagan Lewis has shown that success doesn’t always follow a straight line. But with enough grit, support, and belief, it’s possible to build a future, even if you have to build it twice.
As Youth Business Trinidad and Tobago marks 25 years of impact, we celebrate changemakers like Keagan who show us that entrepreneurship is not just about ideas, it’s about perseverance. His journey proves that when young people are supported, they can turn setbacks into stepping stones and rebuild their futures with purpose.