Freelance Correspondent
Reaching ten years in any profession is no small feat, especially in the ever-evolving world of entertainment.
Isaiah Cumberbatch, better known as Rodey the Entertainer, is no stranger to Trinidad and Tobago’s entertainment landscape. At 46 years old, the creator, comedian, and cultural voice is celebrating a major milestone—ten years of making people laugh and think.
But behind the characters and skits that have become household names is a journey shaped by love, struggle, and authenticity.
Growing up in a single-mother household surrounded by women, including his three younger sisters, Rodey moved around Diego Martin and Arima before finally settling in Petit Valley, where many of his early memories were formed. He eventually lived in River Estate and now resides in Valsayn with his wife and children.
His love for creativity sparked early. He recalled being a student at Fatima College without access to a computer.
“I had a friend who had a computer, and after school, I’d go by him and sit for hours on Photoshop, learning new things. I fell in love with creating from scratch,” he said.
Photoshop was his first online creative platform, which eventually led him into photography and videography. He took government courses, including the MuST programme, to deepen his knowledge.
In 2012, he entered a film festival with a short film titled The Return of the Lady La Diablesse, starring his sister.
“We went all over Trinidad shooting this 15-minute film. That brought a lot of excitement, and I knew it was something I wanted to pursue,” he explained.
But in 2015, with a baby on the way and bills piling up, Rodey had to pivot.
“I was already the class clown and the storyteller in school, so moving in front of the camera came naturally.”
From there, the characters we now know—like Wetty and Pinky— were born.
“These characters were inspired by real people in my life. Pinky is like 60 per cent my sister,” he shared.
Now, Rodey is preparing for a landmark moment: his first-ever one-man show titled Love Is, set to run at NAPA on June 21 and 22. The show, which marks his ten-year anniversary in the business, will feature a kids’ show and adult shows on the Saturday and Sunday.
While Rodey has acted in productions written by Penelope Spencer, Nikki Crosby, and Cecilia Salazar, Love Is marks the first time he is both writer and performer. The show will feature live theatre, stand-up comedy, and on-screen segments with his beloved characters.
He explained the reason behind the theme of love:
“Majority of the topics that I touch is more based on the relationships that we have with our loved ones, our coworkers, strangers that we may come across on our journey. My main focus has always been relationships and getting people to think outside of the box, so the theme of love is really to discuss how you see love.”
The show recently had its first international trial in the British Virgin Islands.
“I was blown away. It would’ve been the first time we did the show live. First time doing it outside of Trinidad, and I was a little sceptical as to what they would think about it. But once I came out and the show started, I realised that yeh boy, this show could be anywhere because it is so relatable. Love is something that everyone should experience once in their lifetime, and talking about relationships is something we should do more often,” he said.
True to his family-oriented brand, Rodey has made space for young talent in the children’s show.
“Kids have been supporting the brand since day one. I do graduations, school visits, motivational talks, so I couldn’t leave them out of this moment.”
Rodey’s creative success hasn’t come without challenges. Balancing business, mental health, and being a present father remains a constant effort.
“Being intentional is how I manage. I tell my wife that from January to April, that is work mode, and from July to September, there is a little gap where it is time that I know we can spend time together and do things as a family. So just being intentional and trying to plan and not being all over the place. Taking care of my mental health as well, in itself to me is one of the key players in why the brand has been around so long.”
Looking to the future, Rodey dreams of creating films that showcase young local talent on an international scale.
“One of the things I definitely want to work on is eventually doing movies, being able to feature young acts, being able to be featured on an international platform—not just be invited to a project, but the project being a local project that goes international and is respected by different cultures and communities,” he shared.
From editing on borrowed computers to headlining a one-man show, Rodey’s story is proof that passion, purpose, and love really do go a long way.