The US Citizenship and Immigration Services website (1) states that:
Most nonimmigrants can mitigate the immigration consequences of COVID-19 by timely filing an application for extension of stay (EOS) or change in status (COS). U.S. Citizenship and Immigration Services continues to accept and process applications and petitions, and many of our forms are available for online filing.
Essentially, if you are unable to return to your home country because of the Covid-19 Pandemic, you can apply for an extension to your visa albeit in a timely manner. The website also states that
Nonimmigrants generally do not accrue unlawful presence while the timely-filed, non-frivolous EOS/COS application is pending.
This information is also corroborated by other websites, such as OnlineVisa (2) and Quartz (3), who also say that you can extend your stay by applying for the EOS or COS.
However, according to the US State Department (4) the Visa Waiver Program only applies to 39 countries, which does not include Trinidad and Tobago. Therefore, his best option would be to apply for the EOS or COS in a timely manner and get an extension of 30 days.