Avatar of Matt Fenner.
Matt Fenner
COO/CFO @ Caplin Ventures
ProfilePortfolio
Posts
0Connections
Print
Avatar of the user.

Matt Fenner

COO/CFO @ Caplin Ventures
Matt Fenner approaches business with a focus on steady execution and clear financial understanding. Over a career of more than 30 years, he has been involved in acquiring companies, addressing operational and financial issues, supporting growth, and exiting investments when appropriate. His work reflects a consistent pattern of direct involvement, where progress is achieved through practical steps rather than abstract planning. Matt began his career with a strong emphasis on accounting and finance. He earned an MBA in Finance and a BBA in Accounting from the University of North Florida. His early experience in a CPA firm setting helped him develop discipline in financial reporting and analysis. When he moved into private enterprise, he applied that foundation in environments where financial outcomes depended on real-time decisions. This experience helped him understand that financial knowledge is most effective when paired with operational awareness. Fenner continued to build his experience by working in roles that required both analytical thinking and hands-on involvement. He focused on identifying issues within businesses and implementing changes that improved performance. His approach emphasized practical solutions, clear processes, and measurable results. Over time, he developed a consistent way of addressing challenges across different types of organizations. Matt contributed to the growth and eventual sale of a large, privately owned alarm security company in the United States. His role included financial leadership and operational support as the business expanded. Following that experience, he joined Republic Industries and worked within its M&A team, supporting acquisition efforts in a company generating $10 billion in annual revenue. This role provided experience in large-scale transactions and reinforced the importance of structured decision-making. Fenner later served as CFO and startup equity partner for Indian Motorcycles Florida, LLC. In that position, he managed financial operations for multiple retail locations, generating more than $50 million in annual revenue. His work supported the development of a stable retail network during a period when the brand was being reestablished. His focus remained on maintaining financial discipline while supporting business operations. Matt Fenner of Jacksonville also held a senior finance role at Convergys Corporation, where he co-led financial operations for a business unit with 17,000 employees and $800 million in annual revenue. During his time there, he helped improve margins by $22 million, eliminated over $11 million in billing errors, consolidated 30 systems into three, and supported sales efforts that generated more than $50 million in new contract revenue. These efforts were directed at improving efficiency and strengthening core operations. Fenner later co-founded Caplin Family Offices, operating as Caplin Ventures, where he continues to serve as COO/CFO. The organization has grown to include 12 operating companies and more than 1,000 employees across several industries. Revenue has increased from $30 million in 2018 to a projected $200 million by year-end 2026. He has also led due diligence and structuring for 17 Seed and Series A investments totaling $24 million. Matt has completed five micro-cap company builds and exits by following a structured approach focused on improving financial performance, scaling operations, and exiting at appropriate valuations. One example includes the sale of Certified Security to Vector Security at a multiple of 4.5x annual recurring revenue. Matt Fenner continues to work with organizations by focusing on clear financial practices and consistent operational improvement, supporting long-term stability and growth across different business environments.
Caplin Ventures
Jacksonville, Duval, State of Florida, United States
United States

Professional Background

  • Current Status
    Employed
  • Profession
    CFO (Chief Financial Officer)
    COO (Chief Operation Officer)
  • Fields
  • Work Experience
    More than 15 years relevant
  • Management
  • Highest Level of Education

Work Experience

COO/CFO

Jan 2019 - Present

Education

No content as of now.