Chesapeake Bank

From the Archives: Our 1994 lending ad 💬 “If you have reason to borrow, our team has money to lend.” For 125 years, we’ve always believed in supporting our customers’ goals with smart, local lending built on trusted relationships. 🤝🏡 That’s been The Chesapeake Way. 🎉 Celebrating 125 years of independent community banking! #ChesapeakeBank125 #TheChesapeakeWay #banklocal #communitybanking #ThrowbackThursday

📢 We’re pleased to share a message from our Chairman and CEO, Jeffrey Szyperski, highlighting Chesapeake Financial Shares’ continued growth and momentum through the second quarter of 2025: 💼 We reported net income of $3.146 million for the second quarter—an increase of 3.6% over the same period last year, or 14.4% on an annualized basis. This increase is coming from two primary sources: the repositioning of $75 million of the investment portfolio into higher-yield securities, and the continued repricing upward of our existing loan portfolio. The net interest margin for the company continues to expand for the above two reasons. 📈 Our total assets have grown by over 7% since year-end, driven by strategic financial moves that position us for long-term success. Meanwhile, our three specialty divisions—Chesapeake Payment Systems, Flexent and Chesapeake Wealth Management—are making strong progress in their four-year plan to double their net contribution. 🏦 As we continue to see bank consolidation take place, we are proud to be standing stable, sound, and independent in the current financial institution environment. Thank you for being part of our journey since 1900 and we look forward to continuing our 125th anniversary celebration with you and our communities. #thechesapeakeway #chesapeakebank125

🎓 Congratulations to Chesapeake Bank’s 2025 Graduates of the VBA School of Bank Management! We’re proud to recognize the achievements of Ashley Sulick, AVP Senior Commercial Loan Coordinator; Kyle Martin, AVP Commercial Loan Officer; and Kimberly Edmonds, Talent Acquisition and Marketing Manager—three outstanding professionals who have completed three years of intensive coursework and leadership development through the Virginia Bankers Association. Your commitment to growth and excellence reflects the heart of Chesapeake Bank. We’re excited to see the impact you’ll continue to make in our organization and the communities we serve. #VBA #LeadershipDevelopment #FutureLeaders #BankingExcellence

📚 Help Us Give Local Students a Strong Start! Chesapeake Bank is proud to support WAVY-TV 10 Operation School Supplies, a 33-year tradition of empowering students across Hampton Roads. 🗓️ Drop off new school supplies or donate online now through August 1. https://xmrrwallet.com/cmx.plnkd.in/ePjMhJqB 📍Join us at Patrick Henry Mall (Newport News) or Target at Pembroke Square (Virginia Beach) on August 1 for the live donation event! Together, we can make sure every student starts the year with the tools they need to succeed. 💙✏️ #OperationSchoolSupplies #Community

We’re proud to continue our partnership with Richmond Public Schools by donating 264 clear backpacks to the students of Fairfield Court Elementary. This initiative helps ensure every student is equipped and confident for their first day back. Supporting education and empowering young learners is always a privilege. Here’s to a strong start and a successful school year ahead! #Community #BackToSchool

ICYMI - Kiah, Trent, and I had a great conversation about the opportunities of incorporating Payments as a part of the bank's growth strategy. I even got to tell a new favorite story about how Google's early focus on the needs of the customer vs the traditional needs of their own industry saved themselves from selling their business for only $1 million! Trent brings a lot of insight from his years developing payments businesses and now leading their work at Kotapay as a leading payroll payments processing bank. I always enjoy the chance to talk about how Chesapeake Bank has been able to innovate around payments and focus our value proposition as a service-minded, nimble organization. Video Link here -->> https://xmrrwallet.com/cmx.plnkd.in/eKYRJXEk FinXTech Bank Director

Hop aboard, we're going banking 🦆 🛥️ Join Reggie and a class of "new hires" as they take a journey through time and tradition in our latest orientation tour. From our founding in 1900 to the values that guide us today, discover what makes Chesapeake Bank a truly independent community bank — and what it means to do things The Chesapeake Way. 🎥 Watch now: https://xmrrwallet.com/cmx.plnkd.in/eT9db8nB Whether you're new to the team or just curious about our story, this is one ride you won’t want to miss 🦆 🛥️ #CommunityBanking #ChesapeakeBank125 #TheChesapeakeWay (Shoutout to our neighbors at Arts on Main, Kelsick Specialty Market, Chitterchats Second Scoop, and Rappahannock Record)

Proud to be Independent. Proud to be Local. This Independence Day, we’re also celebrating community. As your independent community bank, we’re honored to grow with you, right here at home. #IndependenceDay #CommunityBanking #ChesapeakeBank125 #TheChesapeakeWay

🎉🦀 ICYMI - We Made History… with a 400+ Pound Crab Cake! 🦀🎉 Check out the highlights from a historical day at The Diamond with our friends at the Richmond Flying Squirrels as we made history celebrating our history with our community. Crafted by our local Richmond friends at Shoreline Seafood Market, this 37-inch-wide, 9-inch-tall masterpiece was more than a record-breaker—it was a celebration of our roots, our community, and The Chesapeake Way. #ChesapeakeBank125 #TheChesapeakeWay #RichmondVA #FlyingSquirrels