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Damayo Riley – Entrepreneur On The Rise

Damayo Riley – Entrepreneur On The Rise


At age 21, Damayo Riley supervises five other persons at a salon in Grand Cayman. On Tuesdays, which are his days off, he reads books about leadership and business management.

An avid reader, he is quick to point out that what he is reading is not for enjoyment; it is for “edification,” as he strives to fulfil his dream to operate a full-service salon in Jamaica in a few years.

Riley is the 2017 winner of the JN Small Business Loans (JNSBL) Barber and Beauty Battle. He finished ahead of previous winners Marlon Phillips and Sly Scott in the barber category of the competition; and, although he was the youngest entrant to win the competition, he was not daunted by the challenge.

“My workdays start at 9 am, from Thursdays to Saturdays, and I work until 8 p.m. or 9 p.m., sometimes longer, serving about 30 clients in a day,” Riley explained. “It is challenging to supervise staff and cut my clients’ hair; however, since I have been here, I have learned a lot about myself and I continue to grow.”

Speaking about his clientele, many of whom have varied requests, he said, “My clients range from a few months to as old as mid-80s. They request varied styles, from a simple haircut to a Mohawk, which I don’t mind doing. Some clients request art and patterns, which allows me to catch up on my skills in that area.”


A past student of Bellefield High School in Manchester, Riley has been in The Cayman Islands since last August. He applied for the supervisor post at the salon after a friend told him about the job; and recommended him, based on his work ethic, while he was employed to Spa Utopia in Mandeville, Manchester.

“She always encouraged me to challenge myself, and referred me shortly after I won the JNSBL Barber & Beauty Battle,” he explained.

Since settling in Grand Cayman, he has been building his ‘brand’ by marketing his work through social media and referrals.

“When I arrived in Grand Cayman, people had already heard about what I did in the JNSBL Barber & Beauty Battle. And, as soon as others found out and also saw what I could do, they came from all over Grand Cayman to have me cut their hair. Some of them even refer to me as: ‘Jamaica’s number one barber’,” he stated. “Since being here I was also featured in the Kingdom Time Magazine, a publication that targets Christians.”

…Riley has the talent to accomplish his dreams

Damayo Riley receives a replica of his winner’s cheque from Gillian Hyde, general manager, JNSBL.

Gillian Hyde, general Manager, JNSBL believes 21-year-old barber Damayo Riley has the talent to accomplish his dreams.

“Riley impressed the audience at the National Arena last year with the quality of his work during the competition,” she stated. “Later, he went to Trinidad and Tobago in August to represent Jamaica in their barber competition, and finished in the top three, in all his categories. I am pleased that he has been doing well in the Cayman Islands; and, I am confident that he will do well as an entrepreneur. I wish him success in all he undertakes.”

Riley started cutting hair at 10 years old. First, he cut his own hair and practised until he was able to cut the hair of his friends.

He also plays the bass guitar at his church, the United Brethren in Christ, in Manchester; and has mastered other skills in the beauty industry. In addition, he does barber art, make-up, skincare, massages and piercing.

He taught barbering at the Trendsetter Institute in Mandeville and hopes to own a full-service salon in Jamaica, within four years.

“I plan to become an entrepreneur and create employment. Jamaica is the perfect place to offer this service because many persons are serious about skincare and other aspects of beauty care. It would also help me to use my skills as a master barber,” he stated.


Although he was certified through HEART Trust/NTA prior to the competition, Riley appreciated the additional knowledge he gained through the JNSBL Barber and Beauty Battle.

“I learned how to manage my time and to be more professional. The seminars also helped me to focus on my goal to become an entrepreneur,” he explained.

In addition, he gains business knowledge from the books he reads about leadership and business management; and, he plans to gain certification in these areas.

“I love what I do and realise that business management courses will assist me to be more successful. Therefore, I plan to upgrade my knowledge and skills so that I can better serve my clients,” he declared.

Original Article Found Here


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Charles Hyatt Being positive is a lifestyle and I live everyday loving the fact that I'm living every day. Each time I help someone smile, it reiterates the power of Good. So, I think, talk, eat, drink, Good News.

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