Senior IT Program Manager, Cross-Functional Delivery

HUB International; Chicago (IL); On-site; USD 120,000 - 140,000; Full time

Job summary

HUB International’s Technology & Operations PMO seeks a Senior Project Manager to lead complex IT initiatives across the organization. You will partner with TechOps, change management, and business stakeholders to drive outcomes aligned to HUB’s strategic objectives.

The role requires a proven delivery leader with executive presence, capable of guiding multi-workstream programs, managing risk, and maturing PMO delivery standards.

Qualifications

• Bachelor’s degree in CS/IS/BA or commensurate experience.
• 8+ years in a project delivery role leading complex, multi-workstream projects.
• Deep knowledge of waterfall delivery; practical Agile and hybrid delivery experience.
• Proven ability to identify, structure, and manage project risk at executive level.
• Ability to manage multiple concurrent projects with detail and poise under pressure.
• Executive presence and communication skills to influence stakeholders at all levels.
• Service-oriented mindset with accountability to business needs and end-users.
• Collaborative, solutions-oriented approach; able to lead through ambiguity.

Responsibilities

• Lead end-to-end delivery of complex, cross-functional IT projects spanning multiple teams.
• Define and maintain robust project plans including scope, schedule, dependencies, risks, and issues.
• Proactively identify, assess, and manage risks; maintain risk registers and executive escalation.
• Serve as primary contact for senior stakeholders and sponsors, delivering clear status reports and decisions.
• Coordinate with vendors, IT operations, and change management for integrated execution.
• Coach and support other Project Managers on delivery practices and risk discipline.
• Contribute to development and continuous improvement of PMO standards, governance, tooling.
• Support portfolio visibility with high-quality project data and PMO cadences.

Skills

Project management

Risk management

Executive communication

Stakeholder management

Cross-functional leadership

Agile & Waterfall

Hybrid delivery

Education

Bachelor’s degree in Computer Science / Information Systems / Business Administration or related field

PMP or Agile certification

Tools

PMO governance frameworks

Job description

HUB International’s Technology & Operations PMO seeks a Senior Project Manager to lead complex IT initiatives across the organization. You will partner with TechOps, change management, and business stakeholders to drive outcomes aligned to HUB’s strategic objectives.

The role requires a proven delivery leader with executive presence, capable of guiding multi-workstream programs, managing risk, and maturing PMO delivery standards.