Miss CARICOM International Foundation has in the past 20years spearheaded the course on cultural identity through fashion education and advocacy. Miss CARICOM also maintained its mission by empowering the younger generation to self-identity, building of self-integrity and Interpersonal relations, as well as policy advisory and advocacy. Through the Danny Glover Power of Dream Award, Miss CARICOM provides social titles and recognition to many prominent men and women in promotion of the selfless efforts to humanity and gender equality. With the presence of COVID19, more efforts were carried out by MISS CARICOM through Digital empowerment and Fashion education significantly noting the global effect of COVID19 towards overall disruption on development from the local community affecting human personality and wellbeing. The overall systems are disrupted including Fashion cultural floors on humanity and wellbeing. This made fashion education imperative to gender generation, gender equality and most paramount foundation for societal progress and recognition of social identity. Fashion education remains the most paramount foundation for societal progress and recognition of social identity. Miss CARICOM International Foundation in its outreach programs in developed and developing countries has utilized the use of mainstream media technology to engage, educate and address some major concerns in these grassroot communities. Miss CARICOM Foundation has used cell phones and data sharing on social networks to communicate with on the ground workers and resident of those communities in the distribution of essential supplies such as food, masks, and medical supplies. This task would be much more complicated and difficult to accomplish without technology and social media, as these regions are less developed and hard to reach. It is through our initiative on “Partnership with Action” that enabled collaborative action to ensure sustainable implementation. Digital technologies are electronic tools, systems, devices, and resources that generate, store or process data. Well known examples include social media, online games, multimedia, and mobile phones. Digital learning is any type of learning that uses technology. The use of technology and social media has however given us a glimpse into the future and information as it helps to facilitate the need for continued education and information sharing.