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About the Role

Community Financial System, Inc. (CFSI) is seeking a Head of Procurement to lead the development and execution of the organization’s procurement strategy. This strategic leadership role ensures the cost-effective acquisition of goods and services while upholding high standards of quality, service, vendor performance, third-party risk management, and regulatory compliance. The Head of Procurement will partner across business units to protect the organization from operational, financial, and regulatory risks.

Responsibilities

Develop and execute a comprehensive procurement strategy aligned with enterprise priorities, business needs, and financial stewardship objectives.
Establish procurement policies, procedures, and governance frameworks that support accountability, transparency, and regulatory readiness.
Partner with senior leaders and business stakeholders to assess current and future procurement needs and identify opportunities to improve efficiency, reduce cost, and strengthen supplier performance.
Use spend analysis, market intelligence, and performance data to inform sourcing decisions and strategic recommendations.
Establish, maintain, and strengthen relationships with key suppliers, service providers, and strategic business partners.
Oversee supplier selection, evaluation, onboarding, contract negotiation, renewal, and offboarding processes.
Ensure vendors meet the organization’s expectations for quality, service, pricing, operational delivery, and compliance with applicable requirements.
Monitor vendor performance against established metrics, service-level expectations, key performance indicators, and contractual commitments.
Lead issue escalation and remediation efforts when vendor performance, service continuity, or compliance expectations are not being met.
Promote supplier accountability, continuous improvement, and relationship management practices that support sustainable long-term partnerships.
Play a leadership role in assessing risks associated with third-party vendors, including financial stability, operational resilience, regulatory compliance, cybersecurity, privacy, and service continuity considerations.
Ensure appropriate due diligence is conducted for new and existing vendors to confirm alignment with the organization’s risk management, compliance, and control expectations.
Collaborate closely with compliance, legal, risk management, information security, finance, and business owners to ensure vendor and third-party relationships align with enterprise policies and regulatory expectations.
Develop and support mitigation strategies for vendor-related risks, including contingency planning, remediation tracking, periodic reviews, and audit readiness.
Maintain oversight of third-party risk documentation, governance routines, and monitoring practices to support transparency and defensible decision-making.
Stay current on regulatory expectations and industry standards affecting vendor management and third-party risk in financial services.
Oversee the negotiation, administration, documentation, and renewal of vendor agreements.
Ensure procurement contracts reflect favorable commercial terms, appropriate service expectations, risk controls, compliance requirements, and business continuity considerations.
Partner with legal and compliance stakeholders to ensure contracting practices support internal policies and applicable regulatory standards.
Maintain procurement documentation and controls to support audits, examinations, and internal governance reviews.
Analyze organizational spending patterns and identify opportunities for savings, cost avoidance, consolidation, and improved value.
Lead strategic sourcing initiatives and contract optimization efforts that deliver measurable business outcomes.
Develop procurement metrics, dashboards, and reporting routines to monitor performance, savings, risk, and service quality.
Balance cost discipline with quality, resiliency, compliance, and long-term business needs.
Lead, mentor, and develop a high-performing procurement team with clear goals, accountability, and professional development plans.
Foster a culture of ethical conduct, service orientation, continuous improvement, inclusion, and operational excellence.
Build strong partnerships across departments to embed procurement discipline early in business planning and vendor decision-making.
Influence executive and business stakeholder decision-making through clear communication, data-driven recommendations, and sound risk judgment.
Drive continuous improvement across sourcing, contracting, vendor management, reporting, and third-party risk processes.
Leverage procurement technology, workflow tools, automation, analytics, and supplier management platforms to improve transparency and efficiency.
Standardize procurement practices where appropriate while maintaining flexibility for business-specific needs.
Identify emerging procurement trends and recommend pragmatic enhancements to improve organizational effectiveness.
Complete other duties as assigned.

Requirements

Bachelor’s degree in Business Administration, Finance, Supply Chain Management, Procurement, Risk Management, or a related field required.
Progressive procurement, sourcing, vendor management, or supply chain leadership experience, preferably within a regulated financial services environment for 8 to 10 years.
Demonstrated experience leading complex vendor relationships, strategic sourcing initiatives, contract negotiations, and supplier performance management.
Strong working knowledge of third-party risk management practices, including vendor due diligence, risk assessment, monitoring, mitigation, and audit readiness.
Experience partnering with compliance, legal, finance, risk management, information security, and business stakeholders.
Proven ability to deliver cost savings and process improvements while maintaining compliance, quality, risk discipline, and business continuity.

Skills

Enterprise mindset and executive presence
High integrity and ethical decision-making
Collaborative stakeholder leadership
Data-driven and practical problem solving
Change leadership and continuous improvement orientation
Talent development and team engagement
Strategic sourcing and procurement leadership
Vendor management and supplier performance oversight
Third-party risk management and regulatory compliance
Contract negotiation and commercial judgment
Spend analysis, metrics, and financial acumen
Procurement systems, analytics, and process improvement

Location

Upstate New York
Northeastern Pennsylvania
Vermont
Western Massachusetts

Work Type

Onsite

Experience Level

8 to 10 years of progressive procurement, sourcing, vendor management, or supply chain leadership experience
High-impact leadership role

Education Level

Bachelor’s degree in Business Administration, Finance, Supply Chain Management, Procurement, Risk Management, or a related field
Master’s degree, MBA, or related advanced degree preferred
Professional procurement, supply chain, or risk certifications such as CPSM, CPM, CIPS, or equivalent credentials are preferred

Salary/Compensations

USD $106,000.00/Yr. Minimum
USD $196,775.00/Yr. Maximum

Benefits

11 paid holidays
Paid vacation
Medical, Vision & Dental insurance
401K with generous match
Pension
Tuition Reimbursement
Banking discounts

About the Company

Community Financial System, Inc. (CFSI) is dedicated to providing 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 commercial banking, wealth management, investment management, insurance and risk management, and benefit plan administration.
CFSI is committed to its employees, offering competitive compensation, great benefits, and professional development and advancement opportunities.
The company offers a collaborative executive environment focused on operational excellence, responsible growth, and sustainable business value.

Equal Opportunity

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.
The Company is an Affirmative Action, Equal Opportunity Employer.
All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, sexual orientation and gender identity), national origin, citizenship status, age, disability, genetic information, veteran status, or any other characteristic protected by applicable federal, state or local law.
The Company will make reasonable accommodations for qualified individuals with a disability.