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Director of Strategy and Development
Director of Strategy and Development-February 2024
Dewitt
Feb 18, 2026
About Director of Strategy and Development

  OverviewAt Community Bank System, Inc. (CBSI), we are dedicated to providing our customers with friendly, personalized, high-quality financial services and products. Our retail division, Community Bank, N.A., operates more than 200 customer facilities across Upstate New York, Northeastern Pennsylvania, Vermont and Western Massachusetts. Beyond retail banking, we also offer wealth management, investment management, insurance and risk management, and benefit plan administration.

  Just as our employees are committed to helping our customers manage their finances, we're committed to our employees. After all, they make it happen for our customers every day.

  To ensure our people can enjoy long and successful careers here at CBSI, we offer competitive compensation, great benefits, and professional development and advancement opportunities. As an equal-opportunity workplace and affirmative-action employer, we celebrate and support a diverse workplace for the benefit of all: our employees, customers and communities.

  ResponsibilitiesResponsibilities:

  Strategic leader serving as a key partner to the executive team. Responsible for providing strong leadership, guidance and execution across the organization particularly as it pertains to key projects and initiatives. The scope of the role will be nimble therefore requiring strong mental agility, business acumen, communication skills and ability to lead teams both from in the trenches and at arms-length. Ultimately, the creation of this position will drive greater operational focus, generate strategic and commercial wins and encourage a change-the-business mentality at Community Bank System.

  This position will report to the CFO.

  Initial scope of the role:

  Drive strategy execution for the firm including both near and long-term objectives to generate sustainable growth, revenue diversification and risk-balanced returns for shareholdersDeep understanding of the business and key processes, as well as industry trends and competitive landscape across each business lineIdentify and champion cross-collaboration opportunitiesLead strategic planning process along with the CEO and senior management teamDesign a strategic roadmap and select key milestones, KPIs, financial metrics to guide the organizationCollaboratively lead large cross-functional teams on critical strategic and operational projects leveraging diverse background and commercial mindset to drive operational excellence and desired financial outcomes. Projects will initially satisfy these primary areas:Transformational or change-the-business orientationGenerate non-bank revenue and EBITDA growth Build of infrastructure critical to setting the strategic roadmap and generating actionable insights for the organizationDevelop vision for client service models and collaborate with internal and external parties to implement Drive fintech partnerships including sourcing deals, ideation, business case development, negotiations, integration, piloting etc Partner with C-suite to set mission and purpose for the organization Participate in acquisition sourcing and deal processes, negotiations and execution Assist business unit leaders in key initiatives

  Qualifications5+ years of experience in professional services (management consulting, investment banking, private equity or corporate development)Deep knowledge of M&A, finance and technologyStrong analytical and modeling skills with attention to detailsAbility to deliver accurate work product on timeCandidate with executive presence, multiple stakeholder skills and project management & communication skills. Product ManagementConsulting / investment banking experience at a top-tier firm preferred

  Other Job InformationCompensation: Commensurate with experience plus potential for annual merit increase. In addition to your competitive salary, you will be rewarded benefits including: 11 paid holidays, paid vacation, Medical, Vision & Dental insurance, 401K with generous match, Pension, Tuition Reimbursement, Banking discounts and the list goes on!

  Physical Requirements:

  The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. While performing the duties of this job, the employee may be required to stand, walk or sit. Use hands and fingers, handle or feel, reach with hands or arms, and speak and hear. The employee may occasionally be required to lift and or move up to 25 pounds. Specific vision abilities required by this job include close vision, and the ability to focus.

  An Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status and will not be discriminated against on the basis of disability.

  MinimumUSD $92,000.00/Yr.

  MaximumUSD $160,592.00/Yr.Community Bank System, Inc. is an Affirmative Action, Equal Opportunity Employer who fully embraces diversity - minorities/females/veterans/individuals with disabilities/sexual orientation/gender identity.

  Minimum Salary: 31200.00Maximum Salary: 31200.00Salary Unit: Yearly

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