Oswald Companies Announces Deena Rini and Michael Clark as Co‑Managing Directors for Health and Benefits Division
CLEVELAND – January 28, 2026 – Oswald Companies, one of the country’s largest independent insurance brokerage and risk management firms, is pleased to announce the appointment of Deena Rini and Michael Clark as Co‑Managing Directors of its Health and Benefits Division.
Rini joined Oswald in 2007 and has more than 15 years of experience, having served in multiple leadership and operational roles within Oswald’s retirement plan team, most recently serving as Managing Director of Retirement Plan Services (RPS). Clark joined Oswald in 2015 as a sales consultant before advancing through several key leadership positions, most recently serving as Vice President and Benefits Sales Leader.
“This evolution further positions our Health and Benefits Division for sustained growth and a unified experience for both our employees and clients,” said Jessica Jung, President of Oswald Companies. “Deena and Michael bring complementary leadership and deep industry expertise that will enhance our market presence and accelerate the value we deliver to clients.”
“I am honored to step into this role and continue advancing the exceptional work of our Health and Benefits team,” said Deena Rini. “Over my time at Oswald, I’ve seen how powerful it is when we align our strengths across the organization. I’m excited to partner with Michael to build an even more unified experience—one that empowers our employees, elevates leaders, and delivers meaningful, long‑term value to the clients we serve.”
“I’m grateful for the opportunity to step into this role alongside Deena,” said Michael Clark. “Our commitment is investing in, and taking care of our people, serving our clients and consistently delivering a best-in-class client experience. This co-leadership model brings benefits and retirement together in a more intentional way, allowing us to better serve our clients across our markets. Oswald is a special organization, and we look forward to building on the strong foundation established by the leaders who came before us.”
As Oswald continues its national expansion with Unison Risk Advisors, this co‑leadership model positions them to deliver more innovative, integrated solutions that better serve the evolving needs of our clients.