Program Manager

Program Manager Longterm Contract Hybrid 2-3 days in Springfield, MA

We are seeking a strategic and results-driven Program Manager to lead the planning, governance, execution, and delivery of complex enterprise programs that support organizational transformation, modernization, and long-term business objectives. Operating within a dynamic, cross-functional environment, this role partners closely with executive leadership and stakeholders across business, technology, operations, architecture, procurement, finance, legal, risk, and vendor organizations to drive alignment and successful outcomes.

The Program Manager is accountable for managing multiple large-scale initiatives simultaneously, ensuring effective governance, risk management, stakeholder engagement, and program execution. This individual will oversee enterprise-wide programs that may involve significant organizational change, evolving priorities, complex dependencies, and substantial business and technology impacts. Success in this role requires strong leadership, strategic thinking, and the ability to influence across all levels of the organization while driving accountability, operational excellence, and measurable business value.

You will:

• Lead complex enterprise programs comprised of multiple interdependent projects, workstreams, products, and stakeholder groups.
• Translate strategic business objectives into integrated program roadmaps, delivery plans, milestones, governance frameworks, and measurable outcomes.
• Drive program execution while managing scope, schedule, budget, resources, quality, risks, issues, dependencies, and benefits realization.
• Establish and maintain effective governance structures, executive reporting, performance metrics, program controls, and decision-making processes.
• Manage program financials, including business cases, funding requests, budgets, forecasts, vendor expenditures, and resource investments.
• Provide strategic leadership across business, technology, operations, architecture, procurement, finance, legal, risk, compliance, and vendor organizations.
• Lead enterprise risk, issue, dependency, and organizational change management activities to ensure successful program outcomes.
• Drive stakeholder engagement, executive communications, organizational readiness, and adoption strategies for transformational initiatives.
• Lead application rationalization initiatives, including evaluation of application portfolios, identification of consolidation opportunities, and execution of modernization and simplification strategies.
• Oversee application decommissioning programs, ensuring appropriate planning, dependency management, operational transitions, data retention compliance, and retirement of legacy technologies.
• Partner with technology, procurement, finance, and vendor management teams to optimize software licensing, technology investments, utilization, renewals, and vendor performance.
• Govern strategic vendor contracts and technology agreements, ensuring delivery commitments, financial stewardship, compliance, and alignment with business objectives.
• Identify opportunities to reduce technology debt, eliminate redundant capabilities, simplify the application landscape, and improve operational efficiency.
• Champion and contribute to the advancement of delivery methodologies, governance frameworks, standards, tools, and best practices.

Minimum Qualifications

• 10+ years of project, program, portfolio, or technology delivery management experience.
• Application modernization experience required.
• 7+ years leading large, complex, cross-functional business and technology programs.
• Experience managing significant budgets, forecasts, vendors, contracts, resources, and enterprise dependencies.
• Experience leading organizational change and enterprise transformation initiatives.
• Advanced knowledge of program governance, financial management, risk management, and delivery methodologies.

The Ideal Qualifications

• PMP, PgMP, PMI-ACP, SAFe, or equivalent program/project management certification.
• Financial Services, Insurance, Wealth Management, or related industry experience.
• Experience leading technology modernization, application rationalization, application decommissioning, and operational simplification programs.
• Knowledge of software asset management, software licensing, vendor management, and contract governance practices.
• Expertise in Waterfall, Agile, Hybrid, and scaled delivery methodologies.
• Strong executive presence with exceptional communication, negotiation, stakeholder management, and influencing skills.
• Proven ability to navigate ambiguity, drive strategic decisions, and lead large-scale organizational change.
• Experience managing matrixed teams and influencing stakeholders across all organizational levels.