The Benefits Assistant is responsible for providing administrative and operational support in the effective delivery of the Company’s group benefits programmes, including health, dental, vision, short-term and long-term disability, workers’ compensation, life insurance, travel and accident, flexible
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Benefits Assistant
Job Description:

The Benefits Assistant is responsible for providing administrative and operational support in the effective delivery of the Company’s group benefits programmes, including health, dental, vision, short-term and long-term disability, workers’ compensation, life insurance, travel and accident, flexible spending and retirement/pension plans.


The incumbent will deliver a high standard of customer service while ensuring the accurate processing of benefits transactions, proper records management, compliance with established policies and procedures and timely assistance to employees on benefits-related matters. This appointment is offered on a fixed-term contractual basis.


KEY DELIVERABLES:

  • Benefits Processing: Accurate and timely processing of employee benefits enrollments, updates and terminations.
  • Records and Database Management: Maintenance of up-to-date and confidential employee benefits records and databases.
  • Documentation and Reporting: Timely submission and reconciliation of benefits-related documentation and reports.
  • Provider and Stakeholder Coordination: Effective coordination with benefits providers, insurers and internal stakeholders.
  • Employee Benefits Support: Prompt response to employee queries regarding benefits, leave, insurance, pensions, and related matters.
  • Audit and Compliance Support: Support for benefits audits, compliance checks, and reporting requirements.
  • Benefits Communication and Awareness: Assistance with benefits communication initiatives and employee awareness programmes.
  • Statutory and Organizational Documentation: Accurate preparation and filing of statutory and organizational benefits documentation.


CANDIDATE SPECIFICATION:

Applicants should possess a minimum of five (5) CXC/GCE/CSEC Ordinary Level passes, including Mathematics and English, together with at least three (3) years’ experience in a similar role. The successful candidate must be able to perform effectively in a fast-paced, results-driven environment and demonstrate working knowledge of Microsoft Office, including MS Excel and other related software, as well as a sound understanding of basic accounting principles.


The role also requires strong customer focus, excellent communication and analytical skills, familiarity with industry requirements and government regulations and certification as a Certified Employee Benefits Specialist (CEBS). Additionally, the incumbent must maintain full compliance with the Company’s internal policies and procedures and all applicable local and international regulatory requirements, while demonstrating a good working knowledge of insurance principles and practices with strong attention to technical accuracy and detail.


Candidates possessing a combination of relevant qualifications and demonstrated experience and training will be considered.


Candidates must be legally authorized to work in Trinidad & Tobago.

Suitable Applicants will be subject to Pre-employment Medical, including Drug and Alcohol testing and a full Criminal Security and Background Investigation.


Please submit your application via https://careers.caribbean-airlines.com by completing a profile and attaching an up-to-date resume and copies of your academic certificates.


Applications not received via the above CAL Career portal will not be acknowledged.

The closing date for receipt of all responses is 9 June 2026, at 11:59 PM

Company Details
Caribbean Airlines
Golden Grove Rd Iere House Piarco
Tunapuna–Piarco
Trinidad and Tobago, International E2H 1W8 International
www.caribbean-airlines.com/#/
7 Open Jobs Available
Caribbean Airlines operates more than 600 weekly flights to destinations in the Caribbean, North and South America. The airline’s fleet is comprised of Boeing 737-800 and ATR72-600 aircraft.
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Job Info
Location
Port of Spain, Port-of-Spain, Trinidad and Tobago
Type
Contractor
Company Details
Caribbean Airlines
Golden Grove Rd Iere House Piarco
Tunapuna–Piarco
Trinidad and Tobago, International E2H 1W8 International
www.caribbean-airlines.com/#/
7 Open Jobs Available
Caribbean Airlines operates more than 600 weekly flights to destinations in the Caribbean, North and South America. The airline’s fleet is comprised of Boeing 737-800 and ATR72-600 aircraft.

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