CollegeBoy Jesse



What's your full name?

Jesse Stewart.


What is the main talent you are presently known for?

Singing & Songwriting.


Do you have an artiste name and if so, how did you get it? If not, why don't you have one?

Yes I do. It is CollegeBoy Jesse and it was given to me as a nickname when I was the only University student representing Trinidad and Tobago’s National senior football team. 


What is your Nationality?

Trinidad and Tobago.


What is the first performance you could remember and how old were you?

Competing in my primary school’s calypso competition. I was seven years old. 


Who is your biggest musical and non-musical inspiration?

My biggest musical inspiration is Michael Jackson and my biggest non-musical inspiration is my father Lennox Stewart. 


Besides what you’re known for, just how musical are you? What else can you do really well? 

I can write songs in 5 minutes or less and I am also very athletic. I can play almost every sport above average naturally. 


Are you married, taken, or single living your best life?

I am married. 


What is your most memorable performance to date?

My most memorable performance is my performance at Soca Frenzy London. It was the first time I headlined an event on foreign soil. 


Where do you see yourself in five years? 

I see myself as a well known face of Soca that has been able to be apart of the movement that made Soca music globally known on International charts and in new markets.


Do you have a favourite song? If you do, can you tell us why it's this particular one?

My favourite song is the Happy Song. It is my favourite because it’s one of the few songs that comfortably fits in every occasion, for every event. Also, it’s the song that has brought the most success for me thus far and it was inspired by real experiences.



Who do you think is the most under-rated artiste in the Caribbean?

I am biased with this answer. I am the most under-rated artiste in the Caribbean lol.


Can you cook? If yes, what's your best dish? If you can't cook, what's the dish you love to order?

I cannot cook but I love to order 'Pelau' which is a local Trinidad and Tobago dish with rice, peas and chicken mixed together. 


What genre besides Soca can we find in your personal music playlist?

Afrobeats. 


Life of the party or do you prefer to lay back and go with the flow?

Definitely the life of the party. 


Dreams of performing on any specific event or in any specific country?

Coachella and The Super Bowl finals are my dream performances.


Any phobias?

I can’t think of any. 


What is the next big project the public can expect from you?

We’re working on an album and my documentary so stay tuned for more music and more visuals of my journey.


Any other rising stars in the Caribbean we should keep an eye out for?

Aaron Duncan.


If you had the chance to make one wish a reality, what would you wish for?

That everyone can be forever healthy.


Any last words for the people of Europe?

Thank you for the love of my music and I look forward to seeing you and sharing happiness and more music with you. 


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