More Than a Commercial Lender, Meet Gloria Williams, Your Personal Banker, and Community Connection

For 15 years, our Commercial Lender, Gloria Mazzella Williams and her husband, Matt, owned their own personal business, Under Boats, Inc., a commercial diving and marine salvage company in Gloucester, VA. As young aspiring entrepreneurs, they found themselves like many other business owners, needing a commercial loan to get through the early years of establishing […]
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. […]
How to Take a Payment When the Card Is Not Present
“Virtual Terminals” may not sound like a glamorous topic but they are an alternative solution through our Chesapeake Payment Systems team when you can’t swipe or dip credit and debit cards for customer (or card-not-present) transactions. And getting paid is always exciting. What is a virtual terminal? A Virtual Terminal (VT) is an online point-of-sale solution that allows merchants to manually key card […]
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 […]