Sherry Saidy
Role
Founder & Company Director
Areas of Expertise
Private Medical Insurance
Group Life Insurance
Group Private Medical Insurance
Life Insurance
Group Cash Plan
Group Dental Insurance
Group Travel insurance
Experience
27
years
Time with Health Cheque
44
years
Industry Experience
About
Sherry Saidy is the Founder and Company Director of Health Cheque, a specialist private medical insurance intermediary with over 27 years’ respected presence in the industry. With 44 years of experience in the insurance sector, Sherry brings deep knowledge, strategic insight, and a client-focused approach to everything he does. His career includes boardroom experience with several major insurance companies, giving him a unique understanding of both insurer and customer perspectives. This insight shapes his commitment to helping clients navigate the difficult challenges that ill health can bring. Whether it’s temporary treatment needs, financial loss due to illness, or life insurance concerns, Sherry provides expert advice and support tailored to every situation. Under his leadership, Health Cheque has become known for independent guidance, bespoke service, and strong, long-term relationships with individuals, SMEs, and corporate clients.
I believe facing health challenges is one of life’s most vulnerable moments, and having expert, empathetic advice can make all the difference. My experience across both the insurer and client sides helps me guide people through these tough times with clarity and care.
Building a company that values independence and long-term relationships has been a rewarding journey, and I’m proud of the trusted support we offer at Health Cheque.
Outside of Work
Outside of work, I enjoy Argentinian tango, snooker and tai chi. I’m known for my quick wit and light-hearted humour, because I believe that good humour, like good health, goes a long way.
Favourite quote:
"Success consists of going from failure to failure without loss of enthusiasm." Winston Churchill
