Career Opportunities 2019-05-15T12:58:39-05:00

Career Opportunities

Cayman First is a dynamic company insurance company. We offer a multitude of insurance and business-related career fields – from insurance (Claims, and Underwriting) to office positions, including HR, and Accounts.

Currently the existing staff complement is relatively stable, but we expect that there will be opportunities in the near future. When such opportunities arise, they will be posted here.  Cayman First Insurance have been reaffirmed as A-(Excellent) by A.M. Best.

Please submit written application to Human Resources at

Reporting directly to the Claims Manager, the successful applicant will apply strong interpersonal and up to date technical skills to assist colleagues in a broad spectrum of scenarios, enabling an early resolution when customers’ vehicles are damaged. Working with a range of both internal and external customers, excellent verbal and written skills, along with strong interpersonal and telephone skills are essential. You will effectively manage and control the claims costs associated with repairs undertaken by approved and non-approved repairers, including remote reviews and dealing with any customer complaints, whilst providing an engineering resource to the Claims team and providing outstanding customer service.


  • Carry out vehicle inspections to confirm viability of repair, through accurate valuations, control of repair costs and using the correct repair methods.
  • Develop effective communication channels with customers, staff and service providers.
  • Provide technical support and a quality engineering resource to all customers, and the department.
  • Report on and investigate any areas of possible fraud.
  • Provide customers with a quality service, in line with the Claims Guiding Principles.
Deadline to apply -

Reporting to the Vice President – Property and Casualty, the successful applicant’s main duties will include, but not be limited to:

  • Assisting customers and providing quotations.
  • Input the required data into Underwriter for new business, mid-term adjustments and renewals.
  • File the appropriate documentation into customer/server files for new business, mid-term adjustments and renewals to ensure that proper records are maintained.
  • Provide administrative support to the Company’s Business Support Unit functions as necessary.
  • The collection and receipting of payments.
  • Working alongside team members to ensure department goals are met.
  • Provide support to branch office on Saturdays.
  • Working alongside team members to ensure department goals are met.
  • Provide support to branch office on Saturdays.
Deadline to apply -