My Kingston Sept 21
Style Observer (SO): What’s your middle name?
Chrisloy Robinson (CR): I’ll take that to the grave.
SO: What is your astrological sign?
CR: Scorpio.
SO: How would you describe Chrisloy in a few sentences?
CR: I’m a simple man at heart. Family, loyalty and trust are the values I live by, and they guide how I move through life. I’m not somebody who sides with people just because of proximity or relationships; I believe in hard truths and in standing by the facts. Quality matters far more than quantity, whether it’s in friendships, work, or life experiences. I cherish time with good friends, but my family is truly my world. At the core, trusting and valuing loyal family and friendships isn’t just important to me — it’s a big part of who I am.
SO: Share with us your journey into finance.
CR: My journey in finance really began with curiosity about how money works. As a child, I remember my mother using her interest cheques to help with household bills, and that really sparked my fascination with passive income and shaped the direction of my studies. I started my career in the banking sector as a customer service rep in a call centre, then grew into roles in wealth advisory and investment banking, and now into leadership.
SO: Were you to be given the opportunity to press the restart button on your career would your current position be top of mind?
CR: Yes, absolutely. If I had a chance to press the restart button, I’d still want to be right where I am today. Every step, from starting in customer service to wealth advisory to investment banking, has given me the tools I need and shaped my life. I’ve learned that finance isn’t just about numbers, it’s about people, trust and impact. So yes, my current position would be top of mind because it allows me to bring together everything I’ve learned and use it to make a real difference.
SO: Why are many people still intimidated by the word: investment?
CR: I think people are intimidated by the word investment due to the fear of losing money. The word can also feel complex, risky, and even out of reach for some. But it doesn’t have to be complicated. With the right guidance, even small and consistent steps can make a huge difference. My job is to break down that intimidation by making it simple, relatable, and accessible so more people can feel confident becoming investors.
SO: What words of financial advice would you share with today’s investor?
CR: My advice would be to stay disciplined, diversified, and informed. Markets will always have ups and downs, so think long-term. Approaching your investments with discipline keeps you on track towards your goals. Diversification protects you from concentrated risk. And staying informed about global trade, interest rates and new opportunities allows you to adapt without reacting emotionally.
SO: There are many complaints about our local banking system. Given the opportunity what if anything would you change about it?
CR: For me, it’s about putting clients first. People want faster transactions, lower fees, and easier access to financing. Modern banking should feel seamless, not stressful, and that’s the shift I would want to drive.
SO: Where would you take a first-time visitor to Kingston, Jamaica?
CR: Kingston is about experiencing the food and nightlife. I’d start with a box lunch from Sonia’s and then a Tastee patty and coco bread with a box juice. Then we would head over to Devon House for the world-famous ice cream. Once the food settles, Kingston’s nightlife must be experienced — whether it’s Boom Sundays, Uptown Mondays, Dub Club, Park Thursdays — the list goes on. There is always something happening. And to wrap it all up after a night out, nothing beats pan chicken on the way home. That, to me, is the perfect Kingston experience.
SO: Share with us a few of your creature comforts.
CR: A bag of Sour Patch Kids or some Devon Stout ice cream!
SO: What was your last bit of retail therapy?
CR: I am a sneakerhead at heart, so buying sneakers, of course.
SO: Which cologne are you currently splashing?
CR: Prada Ocean Luna Rossa EDP.
SO: Share with us the title of the last book you read.
CR: The Subtle Art of Not Giving a F*ck.
SO: You’re enjoying an evening in… are you watching a movie or listening to music?
CR: Watching an action-packed/thriller movie.
SO: What’s on the menu?
CR: As a self-proclaimed chef, it could be anything from Jamaican to Chinese to Middle Eastern. I enjoy a range of flavours. Plus, I make a mean roasted fish.
SO: What are you drinking?
CR: Appleton Estate Rare Old Fashioned
SO: Finally, what’s your personal credo?
CR: God helps those who help themselves.
Appleton Estate Rare Old Fashioned made with: 2 tablespoons of Brown Sugar 3 dashes of Angostura Bitters 2 ounces of Appleton Estate 12 Year Old Rare Blend Garnished with orange peel (Photo: Naphtali Junior)
Chrisloy Robinson Vice-President of Private & Premium at PROVEN Wealth Limited. (Photo: Naphtali Junior)