About Us

Sentry Insurance Brokers was founded in 2005, while based in Barbados we maintain strong broking affiliations in Grenada, St. Vincent, Trinidad, Jamaica, and Europe.

We provide Insurance Broker Services to small and large business, as well as groups and individuals; many of whom are leaders in the construction, hotel, medical and transport industries.
Our services include, but are not limited to:
• Reducing insurance cost
• Identifying, measuring, and reducing risk
• Designing insurance specifications
• Managing tenders/quotes
• Analysation and selection of base on level of cover, financial strength, and claims practices
• Developing a sense of policy awareness and adherence
• Managing claims to ensure prompt and fair settlements

We are deeply rooted in a culture of service and are very supportive of community-oriented projects. This can be evidenced by our active donations to the fundraising activities of many schools and churches, and the sponsorship of champion sports teams such as the Deacons Women’s Volleyball Team.

We are the proud winner of the Barbados Small Business Association 2014 award for General Services.

Leadership Profile

Sentry Insurance Brokers Limited has an experienced, diverse leadership team that boasts substantial expertise in integrated insurance solutions. As a company, we pride ourselves on customer knowledge and insight, global networks coupled with local expertise, quality of service and a wealth of talented employees, all strengthened by our brand and reputation in the marketplace.

The Team

Stephen Ollivierre J.P. Managing Director Sentry Insurance Brokers

Stephen Ollivierre J.P.

Managing Director
Email: stephen@sentry.com.bb
Num: (246) 233-3446

A seasoned insurance professional with thirty-two years’ experience; Stephen held senior executive management positions with some of the largest insurance broking companies in the Caribbean and has managed the risk exposures of transnational and multinational corporations doing business in the Caribbean and served as the principal contact for some of the largest insurance brokerages in the world.

Allan Kelly - Deputy Managing Director - Sentry Insurance Brokers

Alan Kelly

Deputy Managing Director
Email: alan@sentry.com.bb
Num: (246) 234-4125

Alan held senior positions with some of the largest insurance broking, insurance and reinsurance companies in the Caribbean. Mr. Kelly has managed the risk exposure for transnational and multinational corporations doing business in the Caribbean. With over seventeen years’ experience as an insurance professional, Mr. Kelly has a strong background in life underwriting as well as pecuniary insurance.

Karen Adams Head of Life & Benefits - Sentry Insurance Brokers

Karen Adams
Head of Life & Benefits
Sentry Insurance Brokers

Sherry Straker - Head of Client Services - Sentry Insurance Brokers

Sherry Straker
Head of Client Services
Sentry Insurance Brokers

Melissa Taylor - Head of Accounts - Sentry Insurance Brokers

Melissa Taylor
Head of Accounts
Sentry Insurance Brokers