Clare Bailey

Background

About Clare Bailey

Strategy & Innovation Leader | Expert in Entrepreneurship Development, Stakeholder Engagement & Impact Program Design With over 20 years of global experience across Fortune 500 companies, development agencies, and entrepreneurial ecosystems, I am a results-driven executive who thrives at the intersection of strategy, innovation, and inclusive growth. From Houston to Johannesburg to Kingston, I have led transformative initiatives that span business development, program design, stakeholder engagement, and capacity building. I have designed regional entrepreneurship programs, scaled founder development initiatives across the Caribbean, and helped secure over US$1.1 million in funding to support high-impact ventures. As Director of Programs and Strategic Partnerships at the Branson Centre of Entrepreneurship, I have impacted nearly entrepreneurs through tailored, results-based programming in Jamaica, the Bahamas, the OECS, the British Virgin Islands, and beyond. My consulting practice serves SMEs, social ventures, and government agencies, providing strategic planning, performance coaching, and process improvement solutions that improve efficiency, engagement, and outcomes. I bring a people-centered, performance-driven approach to everything I do—with a firm belief that innovation thrives in ecosystems that are diverse, collaborative, and mission-aligned. I am deeply passionate about inclusive leadership, entrepreneurship, and social impact, and am now exploring senior leadership roles or strategic partnerships where I can scale innovation, fuel ecosystem development, and deliver measurable impact across emerging markets. Let’s connect if you are looking to build something transformational.