Project Manager

Role Overview

The CI NA Commercial Insurance Program Manager is accountable for the operational and administrative backbone of the Commercial Insurance technology portfolio in North America - spanning New Business, Endorsements, and Renewals. The role sits at the intersection of project delivery, financial governance, and cross-functional coordination, ensuring that systems, processes, and reporting are accurate, up to date, and aligned with organizational standards.

This is a hands-on project management role with direct accountability for delivery tracking, budget and resource administration, vendor management operations, and milestone reporting. The person in this role works closely with tech leads, delivery squads, and portfolio leadership to surface risks, maintain system hygiene, and produce structured reporting for senior stakeholders.

Key Responsibilities

Delivery & Milestone Tracking

• Track and maintain delivery milestones, project timelines, and critical path activities across the CI NA Commercial Insurance portfolio
• Coordinate with tech leads and squad members to monitor progress, identify blockers, and escalate risks in a timely manner
• Maintain delivery status dashboards and risk registers, keeping all information current across active projects and geographies

Portfolio Administration & Financial Governance

• Support end-to-end budget tracking, ensuring accurate cost recording, forecasting alignment, and timely escalation of variances
• Process and monitor Purchase Orders (POs), vendor invoices, and system approvals, ensuring completeness and compliance with procurement and governance standards
• Manage SOW lifecycle tracking - from initiation through fulfillment - ensuring scope, timelines, and deliverables are documented and monitored in coordination with Vendor Management and procurement teams
• Own resource and timesheet tracking across squads and delivery partners - including allocations, capacity monitoring, and project coding compliance - flagging gaps or misalignments to portfolio leadership
• Maintain data integrity across portfolio management systems (e.g., Clarity, ServiceNow, Jira, or equivalent), ensuring all records, allocations, and financial entries are current and accurate
• Track asset capitalization and time-posting accuracy in alignment with Finance and Accounting requirements
• Serve as the operational point of contact for contractor and vendor administrative activities, ensuring delivery partners comply with portfolio governance standards

Reporting & Stakeholder Communication

• Produce monthly portfolio status reports aligned to milestones, delivery progress, benefits realization, and financial status for senior leadership consumption
• Prepare materials for monthly status reporting cadences and business review sessions, ensuring accuracy and clarity
• Support the Senior Program Manager in preparing escalation materials, decision packages, and cross-portfolio updates

What We're Looking For

• 5+ years of experience in project or program management within a technology or IT delivery environment
• Demonstrated experience managing budget tracking, resource allocations, and vendor/SOW administration in a large, complex organization
• Experience working directly with software development teams, with technical literacy sufficient to understand delivery context, interpret risks, and translate them into operational actions
• Scrum certification required (CSM, PSM, or equivalent); working knowledge of PMP principles or equivalent project management framework is required - formal certification is a plus
• Bachelor’s degree in engineering, Information Technology, Computer Science, or a related field
• Excellent organizational, analytical, and problem-solving skills - able to manage multiple concurrent workstreams with high accuracy and attention to detail
• Must be detail oriented with an ability to analyze data in a complex environment with numerous interconnected data sources
• Proactive and self-driven, with a strong ability to anticipate issues, remove friction, and keep delivery moving without waiting to be directed
• Advanced English communication skills (verbal and written) - able to produce clear, structured reporting and engage confidently with senior stakeholders
• Ability to work effectively across geographies and with both business and technology stakeholders
• Familiarity with portfolio and project management tools (e.g., Clarity, Jira, ServiceNow, or equivalent) is a plus