A bank that invests in you.

Build your career with great benefits, training, and opportunities to advance.

As a “community” bank, we value our relationships. Those within the areas we serve and within our organization. We strive to be Inclusive because Diversity matters, and being Equitable to all parties requires an intentional effort sustained by an Accountability from everyone here at CFS.

Sounds like a great “I.D.E.A.” but it’s the Chesapeake Way.

We value who you are and your unique contributions to our mission and our communities. To help you be successful in meeting your career goals we offer training, opportunities to grow within the organization, and an outstanding benefits package that includes (but is not limited to) tuition reimbursement, paid volunteer time, and incentive opportunities. And did we mention we like to have fun? Yes, bankers do! That, along with the variety of positions available as a result of our unique structure always seems to pleasantly surprise those who join us. Learn more below.

We’ve been on American Banker’s Best Banks to Work For list since 2013 and its Top 200 Community Banks in the Nation list since 2007.

Competitive pay, comprehensive health care, 401(k) and stock ownership, student debt pay-down, and so much more.

  • Choice of personal health insurance plans
  • Vision and dental benefits
  • Health Savings Account (HSA)
  • Pre-tax employee health programs
  • Anthem Employee Assistance Program (EAP)
  • Sick leave benefits
  • Bereavement leave
  • Jury duty leave
  • Military leave
  • Voting time off
  • Paid volunteer time
  • Employer-funded 401(k) retirement plan
  • Employer-funded employee stock ownership plan
  • Basic life insurance at 3x salary
  • Travel allowances
  • Two weeks of paid vacation initially
  • Option to increase vacation time
  • Typically, 11 paid holidays per year
  • Tuition reimbursement for work-related education
  • Student debt pay-down plan
  • Corporate casual dress Fridays
  • Lucrative performance incentives for every position    
  • Corporate discounts for events and wellness centers
  • Training opportunities
  • Supplemental insurance plans, including critical care, pet insurance, and legal assistance

Your personal and professional development is our priority.

  • Mentoring program that pairs new staff with senior managers
  • Generous incentives to help you achieve your performance goals
  • Annual performance review, plus coaching sessions throughout the year to make sure you’re on track
  • Advancement preparation courses
  • Exposure to the industry through partnerships with banking organizations and conferences
  • Management and leadership development programs
  • All-hands meetings with our CEO to share corporate and industry updates
  • Ongoing feedback and collaboration with managers and peers

Check out our open positions and apply.

  • We’re always excited to have great talent join our team and be part of their career journey.
  • We’re proud to be an Equal Employment Opportunity/Affirmative Action Employer and hire for roles across all of our divisions and affiliates:
    • Chesapeake Bank
    • Chesapeake Financial Shares
    • Chesapeake Wealth Management
    • Chesapeake Payment Systems
    • Flexent
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