Known as The Digi-Boss, Trinidad-born Keron Rose’s journey started from his early career in Canada, where he worked in telecommunications as a smartphones salesman. He recounts that the role required him to constantly learn about the newest technologies that emerged so as to add value to his customers through tailored apps and product solutions. Regarding these experiences as fundamental to his career, Rose became renowned as Mr Droid.

Interestingly, when he returned to Trinidad, he recognised that society did not fully understand and adapt to the emergence of smartphones. Intuitively, he used this as an opportunity to use his overseas knowledge and experience to educate the community through blogging. He also expanded his learning with an appreciation of the nuances of e-commerce to sell smartphones. He honed his digital skills with website-building and video content creation. As his online community grew, Rose continued to “preach digital” and would teach his audience how to replicate his success through his knowledge and platform. Ultimately, this led the Mr Droid to become known affectionately as The Digi-Boss”.

For Rose, being The Digi-Boss meant strategically leveraging digital opportunities, omnipresent on digital channels, and using his influence to champion the digital culture. Today, The Digi-Boss is regarded as one of the Caribbean’s foremost online business strategists. This role finds him supporting Caribbean entrepreneurs and businesses, helping to build their digital presence and monetise their platforms.

His recent partnership with Flow Business as a brand ambassador, content creator, and consultant resulted from passion and purpose. He has now expanded his reach, influence, and impact through knowledge-sharing. The partnership comes at a time when Flow Business, a subdivision of Flow Telecommunications, aims to support Caribbean businesses’ digital transformation through website-building, digital marketing, cloud solutions, and a digital help desk. “The partnership aligns with my goals and allows me to extend my message to the wider Caribbean community,” Rose noted.

Rose is also humbled to partner with the Jamaica Technology and Digital Alliance (JTDA) to provide greater access, influence, and empowerment. “For such a prominent entity like the JTDA, it is an amazing opportunity to have an alignment in our vision for the advancement of the Caribbean’s digital capabilities,” Rose asserted.

In the coming weeks Rose will launch a radio show with Guardian Media and will become a contributing writer for one of Trinidad’s premier newspapers, the Trinidad and Tobago Newsday. Proud of exponential growth, Roses’ Digiprenuer podcast has consistently ranked among the top ten on Apple Podcasts for Trinidad, Barbados, Jamaica, and Dominica.

Looking ahead to 2030, Rose envisions a Caribbean society collectively participating in the global economy and taking advantage of the opportunities for business and work. He also believes that fully automated tools and platforms for the advancement of society are achievable.

As a digital entrepreneur, Rose is excited to use his grass-roots approach to build a platform that inspires digital adoption in the Caribbean and the diaspora and get recognition for his contribution to the phenomena. As a proud father, Rose wants to continue building a legacy for his children and use his life’s work as a tangible expression of what it means to challenge tradition with new thinking and taking an unconventional approach to life and business. Career-wise, he is thrilled to be leveraging his platform to educate and share knowledge by taking an inclusive approach and showcasing the next generation of talent.