Gerald Cruickshank

Gerald began his career as an Insurance Agent at British American Insurance (Trinidad) in December 1989.  He got promoted in 1995 to Unit Sales Manager and soon after was offered another promotion to Agency Manager in 1997 at the age 28 years when his predecessor took up a senior head office position. Within the next 8 years he recruited, trained, and increased his Agency from 19 to 64 agents with a main office in Port of Spain Trinidad and a also sub office in island of Scarborough, Tobago at his then company British American Insurance. However, in June 2015 after 26 years he resigned from that company due to significant changes to the company enforced by the Central Bank of Trinidad & Tobago.

Joining Pan American Life Insurance (Trinidad) in July 2015 as an Agency Manager he continues to work with an active team of 27 agents towards helping individuals, families and business clients secure themselves and their family with adequate insurance as well as financial planning advice.  

He was elected to serve as the President of The Trinidad & Tobago Association of Insurance and Financial Advisors (TTAIFA) for period 2015 to 2017 which has an active membership of over 1100 members in the Life & General Insurance Industry in Trinidad & Tobago.  Then re-elected for a second term as the association President for the period May 2021 – May 2023 helping to bring about awareness to the public on the importance of insurance as well as making sure his membership developed themselves professionally to better service to their clients. 

He now serves as Immediate Past President and Executive member of the Association and serves on the Caribbean Association of Insurance and Financial Advisors board (CARAIFA) based in Jamaica where he was elected as the Vice President at the end of May 2023 serving all regional insurance associations and its members.  

Gerald is the Managing Director of GDC Financial Services a company he formed in 2004 that offers Financial Literacy seminars, Life insurance, Retirement Pensions, Education Savings, Critical Illness Insurance, Personal Accident Insurance, Cancer Care Insurance, US$ and TT$ Major Medical Insurance and US$ Universal Life Insurance as well as General Insurance Services for Individual Property, Commercial Businesses, Motor Insurance, Public Liability and Professional Liability to individuals, businesses and organizations.

Having qualified for many company and industry awards as well as company conventions abroad and the Million Dollar Round Table he has travelled to numerous countries.  A LUTCF & AMTC graduate he also went on to become an FSCP Moderator as well as an AMTC Moderator and is one of a few persons in Trinidad & Tobago who is qualified as an FSCP Moderator Trainer.

An avid Manchester United football fan, he also loves looking after his dogs, his garden plants and kitchen garden.

His mantra is “ Service is Key always”  because he believes in giving the best in customer oriented service to his prospects and clients.

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