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Brian Stovsky Named 2024 Break Out Award Winner by Business Insurance

oswaldcompanies March 25, 2024

CLEVELAND, March 25, 2024 – Brian Stovsky, vice president and business development leader in the Private Equity practice at Oswald Companies, has been named a 2024 Break Out Award winner by Business Insurance magazine. The annual program honors top professionals who are on track to become the next leaders in the risk management and property and casualty insurance field.

Stovsky is one of only 30 professionals across the country to receive this recognition, lauded for his leadership, client service skills and accomplishments.

“In his seven years in the insurance industry, Brian has stood out amongst his peers for his ability to lead and his hands-on approach with each of his clients,” said Oswald Chairman and CEO Robert Klonk. “He continuously demonstrates his ability to work closely with clients to provide the protection they need and guides his team to success every year.”

For instance, Stovsky and his team reimagined the health strategy across a firm’s entire portfolio, ultimately saving the business an average of $1,100 per employee per year on the health and welfare plan. His team generated more than $4 million in savings for the portfolio and limited renewals to under 3% per year, compared to the industry average of 7-8%.

He has already been promoted to higher leadership roles twice and currently leads the mergers and acquisitions team and the transactional due diligence group.

Stovsky has also created the Oswald M&A Roadmap, which includes a checklist of employee benefits items to ensure the competitiveness of an employee benefits plan.

When he’s not working with clients, Stovsky embodies Oswald’s pillar of Commitment to Community by leading charitable efforts in areas including cancer research, substance use disorders and programming for athletes with diverse challenges.

The winners will be honored at events in Chicago and New York, and profiled in the June issue of Business Insurance.

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About Oswald Companies

Founded in 1893, Cleveland-based and employee-owned, Oswald is one of the nation’s largest independent insurance brokerage firms. As a proud Partner of Assurex Global, the world’s largest association of privately held insurance brokers, our risk management professionals service and support the needs of our clients worldwide. Learn more at

About Business Insurance’s Break Out Awards Program

Business Insurance’s Break Out Awards program honors top professionals on track to be the next leaders in the risk management and property/casualty insurance field. Break Out winners from across the United States are recognized for their leadership and professional skills and can be working in any area of the industry — risk managers, brokers, insurers, reinsurers, MGAs, MGUs, wholesalers, captive managers, TPAs, lawyers and other providers serving the commercial insurance sector. Learn more at