The skill gap has increasingly been identified as a growing concern that may negatively impact the economic growth of nations across the globe. Indeed, the future of work is changing and there is a growing need for employees and employers to recognize the fact that the skills of today will not be sufficient to operate in the technology driven economy of the future. This paper explores the challenges faced by The Bahamas in addressing the skill gap using a mixed method research model including a survey and interviews of employers. Fundamentally, the research suggests that employers in the Bahamas do perceive a skill gap that impedes their performance and productivity. The data illustrates the need for shorter, industry certified training particularly in soft skills and in the trades. The data highlights the importance of promoting the trades earlier in high schools to build awareness of employment opportunities in this sector. Also, respondents noted the increasing importance of the use of online options as an opportunity to address the unique challenges facing an island nation.