IT Project Manager II

About the role

The IT Project Manager II will lead and support complex cross-functional initiatives that advance the company’s modernization of core insurance systems and digital platforms. This role will establish a traditional project management discipline, organizational change management, and Agile delivery practices to ensure technology programs are executed efficiently, within scope and budget, and aligned with Coverys’ mission.

Essential Duties & Responsibilities

• Project Leadership & Delivery

• Lead Duck Creek Upgrade for Coverys, through all stages of execution.

• Manage all aspects of project delivery — scope, schedule, cost, risks, and dependencies.

• Collaborate with Product Owners and Scrum Leads to plan sprints, track delivery progress, and ensure alignment with business priorities.

• Maintain detailed project plans, RAID logs, and executive dashboards to ensure transparency and accountability.

• Drive decision-making and issue resolution across business, IT, and vendor teams.

• Facilitate post-release reviews to capture lessons learned and improve future project execution.

• Provide project management for other initiatives as needed across the enterprise.

• Duck Creek Monthly Upgrade Coordination

• Serve as the primary point of contact between Coverys and Duck Creek Technologies for all monthly platform releases and upgrade cycles on Duck Creek OnDemand (DCOD).

• Collaborate with Duck Creek's assigned service managers in monthly one-on-one meetings to review SLA reports, open incident tickets, upcoming release schedules, and business operational goals.

• Review Duck Creek's monthly release notes and assess the impact of new features, hot fixes, and platform changes on existing configurations across Policy, Billing, Claims, Rating modules.

• Maintain an internal upgrade calendar and coordinate readiness across development, QA, and business teams well ahead of each release window.

• Track and manage the cloud optimization backlog prioritizing remediation items identified by Duck Creek between monthly upgrade cycles.

• Lead ongoing Duck Creek releases and ongoing monthly upgrades.

• Evaluate release notes and reach out to UW, Claims and Finance, went through DC changes and figure out what to be put in release.

• Governance & Compliance

• Adhere to Coverys standards, audit, and compliance requirements.

• Manage change control, documentation, and traceability for compliance.

• Be the point person for DCOD Platform Governance including activities below:

• Engage with Duck Creek to request and review pre-upgrade analysis reports, which provide an assessment of organizational readiness, technical upgrade estimates, and a list of cloud optimization backlog items to be addressed.

• Ensure the organization leverages out-of-the-box Duck Creek functionality wherever possible to reduce customization debt and streamline future upgrades.

• Monitor and govern the level of customization against the base Duck Creek configuration, flagging deviations that could introduce upgrade complexity or compatibility risk.

• Oversee environment dependencies across DCOD teams, ensuring infrastructure, integrations, and security configurations are aligned before each upgrade window.

• Change Management & Adoption

• Develop and execute change management strategies to ensure successful adoption of new systems, processes, and technologies.

• Partner with IT & business leads on projects to assess organizational readiness and stakeholder impact.

• Create communication, training, and engagement plans that minimize resistance and accelerate adoption.

• Support end-user enablement through targeted education, feedback loops, and reinforcement mechanisms.

• Measure adoption and effectiveness, capturing lessons learned for continuous improvement.

• Stakeholder Engagement

• Serve as the primary liaison between business units (Underwriting, Claims, Finance, Risk, Operations) for strategic multi-year initiatives and IT delivery teams.

• Prepare executive updates, steering committee materials, and project status reports highlighting key metrics and risks.

• Ensure effective communication and alignment among cross-functional stakeholders.

• Financial & Vendor Management

• Develop and manage project budgets, forecasts, and resource plans.

• Oversee deliverables, SOW compliance, and partner performance (e.g., system integrators, software vendors).

• Lead end to end delivery of DuckCreek implementations, upgrades, and enhancements (Policy, Billing, Claims, Rating).

• Manage Vendor relationships and SOWs with Duckcreek or System Integrator partners.

• Continuous Improvement

• Establish project management delivery standards for the IT organization & own the best practices required, guiding and coaching leaders (both business and IT) in use of those standards.

• Contribute to Agile transformation efforts and continuous improvement of project governance.

• Promote a culture of transparency, accountability, and servant leadership.

Required Education, Experience, Competencies & Values

• Bachelor’s degree in business, Computer Science, or related field

• 5+ years of experience in IT project management, with at least 4 years of delivering projects using Duck Creek technologies.

• Leading Duck Creek upgrade project and other Duck Creek related initiatives that require in depth knowledge and partnership with Duck Creek.

• Proven track record of leading Agile or hybrid projects involving multiple teams and vendors.

• Demonstrated experience with organizational change management or business transformation initiatives.

• Deep understanding of insurance processes — Policy, Billing, Claims, Underwriting, and/or Risk.

• Strong proficiency with project and Agile management tools.

Preferred

• PMP certification or Agile Project Management (PMI-ACP).

• Experience with Guidewire, Workday, Salesforce, or Data Warehouse programs.

• Familiarity with cloud-based transformation, data governance, and compliance.

• Excellent communication, facilitation, and leadership presence with executive audiences.

Core Competencies

• Structured Project Coordination

• Strategic Delivery & Execution Excellence

• Business and Technical Agility

• Change Management

• Risk, Budget, and Vendor Management

• Stakeholder Influence and Communication

• Servant Leadership and Coaching Mindset

• Continuous Improvement Orientation

Pay

$107,500 - $144,700