Richard “Ricky” Caplin is a technology founder, investor, and first-generation family office leader committed to building businesses that amplify and fuel faith, hope, and love by maximizing our God-given gifts in the workplace and the communities we serve. He is Founder and Chairman of Caplin Ventures, a Jacksonville-based family office investing across technology, healthcare, sports, and real estate, with a portfolio employing more than 1,000 people nationwide. He previously founded The HCI Group, one of the largest global healthcare IT consulting firms, which merged with Tech Mahindra in 2017.
Ricky is also majority owner of SportingJax, a professional soccer ecosystem featuring men's and women's clubs, one of the nation's largest youth academies, and a large-scale sports-anchored development project.
His recognitions include Ernst & Young Florida Entrepreneur of the Year, Jacksonville Business Journal Ultimate CEO, and multiple Inc. 500/5000 awards. A former CPA, he holds bachelor's and master's degrees in Accounting from the University of Florida.
