Director, IT Program and Project Management

HS Financial Technologies•Raleigh, NC

About The Position

The Director, IT Program and Project Management leads the planning, governance, and delivery of complex, cross-functional initiatives across HS Financial Technologies’ Global Technology organization. The role translates strategic priorities into defined programs, roadmaps, and delivery plans; maintains an integrated view of the Technology portfolio; supports prioritization and sequencing decisions; and establishes clear ownership and accountability for outcomes. This is an active leadership position focused on shaping initiatives, strengthening delivery plans, identifying risks, resolving cross-team barriers, and providing senior leadership with concise, decision-ready information. The successful candidate moves between strategy and execution, creates structure in complex environments, and builds alignment among teams with differing priorities and perspectives. The Global Technology team coordinates strategic technology priorities across Product, Engineering, Infrastructure, Cloud, Information Security, Application Support, Data, Finance, Risk, Compliance, and business functions. Its portfolio includes cloud and infrastructure modernization, cybersecurity, operational resilience, data, automation, artificial intelligence, enterprise platforms, and technical debt reduction.

Requirements

  • Significant experience leading complex, cross-functional technology programs involving multiple teams, senior stakeholders, vendors, and geographic locations.
  • Experience translating strategic priorities into clearly defined programs, integrated plans, roadmaps, milestones, and measurable outcomes.
  • Experience managing technology portfolio-governance processes, including project intake, initiative assessment, resource-capacity analysis, roadmap planning, prioritization recommendations, and executive decision support.
  • Experience managing complex dependencies, delivery risks, resource constraints, budgets, commercial considerations, and changes to scope or schedule.
  • Ability to maintain an integrated view of multiple initiatives and assess delivery progress using evidence, outcomes, milestones, risks, and delivery data.
  • Broad understanding of enterprise technology environments and ability to work effectively with engineers, architects, security specialists, operational teams, business stakeholders, and other subject-matter experts.
  • Experience providing senior leaders with concise, decision-ready information and translating complex technical matters into clear business language.
  • Experience establishing practical governance, reporting, documentation, and delivery controls appropriate to an initiative's scale and risk.
  • Experience leading, supporting, or developing project and program management professionals.
  • Experience with Jira or a comparable enterprise work-management platform and familiarity with Agile, Waterfall, Kanban, or hybrid delivery approaches.
  • Ability to learn, ask informed questions, engage specialists, and apply sound delivery judgment; direct experience in every listed Technology domain is not required.

Nice To Haves

  • Experience delivering cloud, infrastructure, cybersecurity, enterprise platform, data, automation, artificial intelligence, or technical debt reduction initiatives.
  • Experience in financial services or another regulated environment with established risk, audit, compliance, and evidence-retention requirements.
  • Experience coordinating disaster recovery, operational resilience, major infrastructure migrations, or other operational-readiness programs.
  • Experience supporting Technology budgeting, business cases, vendor governance, licensing, financial planning, or cloud cost initiatives.
  • Experience leading global or geographically distributed programs and improving a technology program management or portfolio governance capability.
  • Familiarity with Power BI, Jira Advanced Roadmaps, Microsoft Project, or comparable portfolio-planning and management-reporting tools.
  • A bachelor’s degree in a relevant discipline or equivalent professional experience, vocational education, military experience, industry training, or other relevant learning.
  • Relevant project, program, portfolio, cloud, security, platform, IT service-management, or FinOps certifications, or equivalent practical experience.

Responsibilities

  • Lead complex, cross-functional technology programs from initiation through implementation, stabilization, and transition to sustainable operational ownership.
  • Establish program objectives, scope, outcomes, milestones, governance, decision rights, ownership, and measures of success.
  • Translate strategic priorities into practical delivery plans, coordinating technology teams, business stakeholders, vendors, and geographically distributed contributors.
  • Partner with technical specialists on architecture, delivery constraints, risks, testing, release, cutover, rollback, and operational readiness.
  • Lead Technology portfolio intake, planning, and delivery governance, providing senior leaders with analysis and recommendations for prioritizing and sequencing initiatives.
  • Maintain an integrated portfolio view of strategic alignment, outcomes, ownership, milestones, capacity, cost, risk, dependencies, and delivery status.
  • Establish proportionate standards for initiative definition, business justification, technical assessment, planning, approval, delivery, change control, and closure.
  • Identify cross-team dependencies, capacity constraints, delivery conflicts, and emerging risks, and work with accountable leaders to resolve or escalate them.
  • Coordinate cross-functional risk, resilience, audit, and assurance activities requiring program leadership, including disaster-recovery testing, infrastructure migrations, remediation tracking, and lessons learned.
  • Ensure leadership decisions are reflected in roadmaps, delivery plans, Jira, executive reporting, and accountable follow-through.
  • Provide the CIO/CTO and Technology leadership with concise, evidence-based reporting on portfolio status, milestones, delivery confidence, risks, dependencies, capacity, expected outcomes, and required decisions.
  • Translate complex technical, operational, financial, and delivery information into clear business language, highlighting material concerns, trade-offs, recommendations, and escalation paths.
  • Establish consistent reporting standards for reliably assessing progress and delivery confidence across the portfolio.
  • Incorporate budget, resource, vendor, licensing, and commercial considerations into business cases, program plans, portfolio reporting, and decision support.
  • Partner with Finance, Procurement, Vendor Management, Cloud Governance, and Technology leaders on cost-benefit analysis, resource estimates, financial impacts, and cross-functional technology investments.
  • Lead and develop Global Technology program and project management professionals, establishing clear roles, objectives, decision boundaries, and development opportunities.
  • Allocate program management resources according to organizational priorities and initiative complexity, supported by effective review, reporting, and escalation practices.
  • Build a scalable program management capability that combines consistent governance with practical, outcome-focused delivery.
  • Support recruitment, onboarding, succession planning, cross-training, and knowledge transfer while fostering accountability, constructive challenge, and diverse perspectives.

Benefits

  • Flexible working arrangements.
  • Comprehensive health and well-being benefits.
  • Structured development programs, leadership opportunities, and clear paths for growth.
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