Leadership

As President and Chief Operating Officer of Oswald Companies, and Vice President of Unison Risk Advisors, David Jacobs is dedicated to strategic leadership across Oswald’s 25 specialized practices and all branch operations. A veteran of the insurance industry with more than 30 years of experience, Jacobs has developed many new markets for Oswald that provide more specialty products and services for clients, while also managing executive interaction and strategy with key insurance markets. Jacobs also leads in the design and execution of Oswald’s multi-year strategic plans, across all markets and business units.

Jacobs began his insurance career in underwriting. He joined AIG in 1990 where he advanced to the position of Business Development Manager of National Accounts and in 1997 was appointed Regional Vice President of AIG’s Great Lakes Regional office in Cleveland. He joined Oswald in 2000 and was promoted to Chief Operating Officer in 2006. He was appointed to the Board of Directors in 2008 and was promoted to President and Chief Operating Officer in September 2011.

In partnership with the Oswald Board of Directors, Jacobs was responsible for the concept, design, and launch of Oswald’s Branch strategy, driving revenue growth and expansion into six new geographic markets to expand its business footprint. Further growth strategies included the building of a global customer base that now serves over 30 global clients including Fortune 500 clients, and the completion of five major acquisitions over the recent decade including RCM&D and Unison Risk Advisors. He has specialized experience in leading Oswald’s captives management and alternative risk strategies.

Jacobs is an advocate for women’s and minority business leadership initiatives. He led the company’s first Diversity and Inclusion strategy including Taylor Oswald, a minority business enterprise dedication to diversity, equity and inclusion in the insurance sector. He is a founding sponsor of the Women’s Leadership Council, which provides career pathing and leadership development.

Jacobs is past Chair of the Board of The MetroHealth Foundation and past President of Westfield Agents Association. He serves on the Board and Executive Committee of the PlayhouseSquare Foundation and is on the board of the American Red Cross, Northeast Ohio Region and Taylor Oswald. He is a graduate of The Ohio State University Max M. Fisher College of Business.