IT Project Manager II

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. Additionally, this role will establish 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 to support the healthcare community through innovative insurance and risk management solutions.

The IT Project Manager II has a solid understanding of standard project and change management practices required to successfully execute technology initiatives, excels at stakeholder management, and can bridge the gap between business and technology teams in a dynamic, compliance‑driven environment.

• Lead Duck Creek Upgrade for Coverys, through all stages of execution. This is a strategic priority for Coverys.
• 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.
• Ensure UAT coordination, release readiness and production cut‑over are occurring effectively, including stakeholder sign‑off, operational preparedness, communications, validation steps, contingency planning, and post‑release support.
• Develop and track project‑level UAT and release readiness plans, including milestones, dependencies, timelines, risks, responsibilities, and approvals.
• Facilitate post‑release reviews to capture lessons learned and improve future project execution.
• Provide project management for other initiatives as needed across the enterprise.

• 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, and 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 upgrades. Evaluate release notes and coordinate with Underwriting, Claims, and Finance teams to determine release content.
• Provide project management for other initiatives as needed across the enterprise.

• 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:
  • Engage with Duck Creek to request and review pre‑upgrade analysis reports, providing 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.

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