Pablo Terra

Chief People Officer | Founding Partner

Pablo Terra is a gifted leader, motivator, operations and logistics manager and is the Chief People Officer and a Founding Partner of Clarity 2 Prosperity and Prosperity Capital Advisors. As COO, Pablo is responsible for the company’s day-to-day operating activities as well as the development, upgrade and revamping of the tools, training and support systems for home office team members. Outside of daily operations, Pablo manages the strategic planning and implementation of the company’s financial planning systems and human capital development while placing a strong emphasis on efficiency and client service.

Over the course of his career, Pablo has fine-tuned his knowledge of process development and systems implementation. He entered the financial services industry after spending almost two decades in the consumer packaged goods industry, where he efficiently managed the operations of a $550 million division of an international corporation, and was directly responsible for 100 employees and a $40 million budget.
Pablo was motivated to join Clarity 2 Prosperity because he was inspired by Jason’s vision for the financial services industry and the goal of helping American families. He is proud to be part of such an exceptional and experienced team that promotes innovation and provides excellent service.

Pablo excels at organization, leadership and breaking down large issues into smaller workable solutions. At his previous company, he effectively implemented two Enterprise Resource Planning systems and two warehouse management systems. He received the Spirit Award as recognition of his ability to bring out the best in those he worked with, and the Community Service Award due to his efforts to help better his community.

Pablo received his bachelor’s degree from John Carroll University with a double major in logistics and business administration. He is a member of the Council of Small Enterprises, is a leader and coach for his local soccer association and was a board member and volunteer for Junior Achievement, a non-profit organization that fosters entrepreneurship, work-readiness and financial literacy skills in school-aged children. He currently volunteers for and supports numerous other charitable organizations, including Seeds of Literacy, Habitat for Humanity, Fill This House and Cleveland’s food bank.

Pablo has been married to his wife, Melissa, for 30 years, and they have two children, Tyler and Tatiana. He is originally from Uruguay where his father owns a winery and import company. Pablo enjoys playing sports, working out, boating, traveling, and wine.

Things you must know about Pablo
  • 20 years of experience in corporate operations
  • Led several teams in multi-million dollar projects
  • Responsible for strategic planning and implementation of C2P’s systems, financials and human capital development

Fun Facts

  • Born and raised in the wine business in Uruguay
  • Enjoys playing sports, working out, boating, traveling, wine and cars
  • Volunteers for numerous charities including Junior Achievement, Seeds of Literacy, Habitat for Humanity and Fill This House


  • Council of Small Enterprises