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Richard Silberstein
President, SIG
Richard Silberstein is a prominent figure in the employee benefits industry, currently serving as the Managing Director of the Mid-Atlantic Region at SIG, which is part of the Alera Group. He founded SIG in 1999 and has played a crucial role in its growth into one of the leading employee benefits brokers and consultants in the United States. Under his leadership, SIG has expanded its reach to serve over 400 corporate clients across 45 states.12
Educational Background and Professional Designations
Silberstein holds a Bachelor's degree in Economics from Washington and Lee University. He has also earned several professional designations, including:
- Chartered Life Underwriter (CLU)
- Chartered Financial Consultant (ChFC)
- Registered Health Underwriter (RHU).1
Leadership Philosophy and Company Culture
Silberstein emphasizes a culture of care within SIG, which he believes is vital for both employee satisfaction and client retention. His philosophy is rooted in the idea that treating clients and employees well leads to mutual success. This approach has fostered a strong community within the company, with many employees having long tenures.23 He advocates for flexible work environments and prioritizes employee input in decision-making processes, which he believes enhances engagement and productivity.3
Contributions to Alera Group
In 2016, SIG merged with 23 other firms to form Alera Group, significantly increasing its capabilities and resources. This merger allowed SIG to combine local service with national reach, enhancing its ability to provide innovative solutions to clients.2 Silberstein continues to be actively involved in shaping the strategic direction of Alera Group while maintaining a focus on community engagement and employee development.12
Community Involvement
Beyond his corporate responsibilities, Silberstein is engaged with various business and civic organizations in the Baltimore area, further demonstrating his commitment to community service and leadership development.1
In summary, Richard Silberstein's extensive experience, educational background, and leadership style have made him a key player in the evolution of employee benefits consulting, fostering a culture that values both employees and clients alike.

