Chesapeake Bank Earns National and Statewide Honors for Workplace Excellence and Performance

While celebrating their 125th anniversary year as an independent community bank, Chesapeake Bank has been recognized with three prestigious honors that underscore its commitment to employees, customers, and communities. The bank was again named one of American Banker’s 2025 Best Banks to Work For, ranking #49 nationally on the overall list, and #32 nationally on […]
Celebrating Women in Banking: Mortgage Bankers Association Awards Two Chesapeake Bank Employees Diversity Scholarships
Chesapeake Bank takes pride in training and making the most of every opportunity. That’s why we’re so grateful for programs like the Path to Diversity & Inclusion Scholarship from the Mortgage Bankers Association (MBA). Each scholarship covers up to $2,000.00 in expenses that can be used for the registration fee of an educational offering or conference in select focuses. […]
Chesapeake Bank: Over 120 Years of History

Learn about the history of Chesapeake Bank, its founding on the Northern Neck of Virginia, and its growth over the 120 years of service. Chesapeake Bank was formed in April 1900. And at that time, it was the first national bank on the Northern Neck. The bank was originally created to support the watermen, oystermen, […]
Mortgage Bankers Association Awards Five Chesapeake Bank Employees Diversity Scholarships
Chesapeake Bank takes pride in training and making the most of every opportunity. That’s why we’re so grateful for programs like the Path to Diversity & Inclusion Scholarship from the Mortgage Bankers Association (MBA). Each scholarship covers up to $2,000.00 in expenses that can be used for the registration fee of an educational offering or conference in select focuses. […]
A Message from our Chairman, CEO and President, Jeff Szyperski

Jeff Szyperski, the Chairman, CEO and President of Chesapeake Financial Shares, Inc., shares some thoughts on the strength and soundness of Chesapeake Bank, and why this will continue. Hello, I’m Jeff Szyperski, President and CEO of Chesapeake Bank. I know there’s no dearth out there now of analysis of the Silicon [Valley] Bank failure and […]