Barbados is confronting a critical juncture in its retirement planning, necessitating candid discussions about the sustainability of its pension system. The National Insurance and Social Security Service (NISSS), which has long served as the cornerstone of the nation’s social safety net, is under increasing strain due to demographic shifts. According to actuary Lisa Wade of Eckler, Barbados’ ageing population is the primary driver of this pressure. With longer life expectancies, declining birth rates, and a shrinking workforce, the number of contributors to the NISSS is dwindling while the number of pensioners is rising. This imbalance threatens the financial stability of the National Insurance Fund, even as the economy shows signs of improvement. Wade emphasized at the recent Eckler annual Pension Investment Conference that economic growth alone cannot counteract the challenges posed by an ageing society. To address this, the government has already implemented reforms, such as raising the pensionable age and increasing the required number of contributions. However, Wade argues that these measures are insufficient on their own. She advocates for mandatory participation in employer pension plans, highlighting the risks of employees opting out for short-term financial gains. Additionally, she calls for policy changes to eliminate double taxation on private pensions, which could incentivize personal savings and reduce reliance on the NISSS. Wade’s recommendations underscore the need for a collaborative approach to retirement security, involving the government, employers, and individuals. Only through shared responsibility can Barbados ensure a sustainable and resilient pension system for future generations.