IT Project Manager II

Coverys, Inc.; Boston (MA); On-site; USD 107,500 - 144,700; Full time

Job summary

Coverys, Inc. is seeking an IT Project Manager II to lead complex cross‑functional initiatives that advance modernization of core insurance systems and digital platforms.

You will apply traditional project management discipline, organizational change management, and Agile practices to ensure programs are executed efficiently, within scope and budget. Responsibilities include managing Duck Creek upgrades, coordinating with Product Owners and Scrum Leads, and maintaining detailed plans,

Qualifications

• Bachelor’s degree in business, computer science, or a related field.
• 5+ years of IT project management experience, with at least 4 years delivering Duck Creek projects.
• Experience leading Agile or hybrid projects involving multiple teams and vendors.
• Proven track record of Duck Creek upgrade projects and related initiatives.
• Strong communication, stakeholder management, and organizational change skills.

Responsibilities

• Lead the Duck Creek Upgrade for Coverys through all stages of execution, managing scope, schedule, cost, risks, and dependencies.
• Collaborate with Product Owners and Scrum Leads to plan sprints, track delivery progress, and align with business priorities.
• Maintain detailed project plans, RAID logs, and executive dashboards for transparency and accountability.
• Drive decision‑making and issue resolution across business, IT, and vendor teams.
• Coordinate UAT, release readiness, and production cutover for assigned projects, including stakeholder sign‑off and contingency planning.
• Provide project management for other enterprise initiatives as needed.
• Lead end‑to‑end delivery of Duck Creek implementations, upgrades, and enhancements across modules.

Skills

Project management

Agile delivery

Duck Creek

Stakeholder management

Change management

Communication

Leadership

Education

Bachelor’s degree in business or Computer Science

Tools

Duck Creek

Agile management tools

Job description

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. The role establishes 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 to support the healthcare community through innovative insurance and risk management solutions.

Responsibilities

• Lead the Duck Creek Upgrade for Coverys through all stages of execution, managing 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 for transparency and accountability.
• Drive decision‑making and issue resolution across business, IT, and vendor teams.
• Coordinate UAT, release readiness, and production cutover for assigned projects, including stakeholder sign‑off, operational preparedness, communications, validation steps, contingency planning, and post‑release support.
• Provide project management for other enterprise initiatives as needed.
• Serve as primary point of contact for Duck Creek Technologies for monthly platform releases and upgrade cycles on Duck Creek OnDemand (DCOD).
• Collaborate with Duck Creek service managers to review SLA reports, incident tickets, release schedules, and business operational goals.
• Review monthly release notes, assess impact of new features and hot fixes on existing configurations, and coordinate readiness across development, QA, and business teams.
• Track and manage the cloud optimization backlog for remediation between monthly upgrade cycles.
• Adhere to Coverys standards, audit, and compliance requirements, managing change control, documentation, and traceability.
• Lead DCOD Platform Governance activities, including pre‑upgrade analysis, configuration assessments, and environment dependency oversight.
• Develop and execute change management strategies to ensure successful adoption of new systems, processes, and technologies.
• Partner with IT and business leads 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.
• Act as the primary liaison between business units (Underwriting, Claims, Finance, Risk, Operations) and IT delivery teams.
• Prepare executive updates, steering committee materials, and project status reports highlighting key metrics and risks.
• Develop and manage project budgets, forecasts, and resource plans.
• Oversee deliverables, SOW compliance, and partner performance with system integrators or software vendors.
• Lead end‑to‑end delivery of Duck Creek implementations, upgrades, and enhancements across Policy, Billing, Claims, and Rating modules.
• Establish project management delivery standards for the IT organization and coach leaders in their application.
• Contribute to Agile transformation efforts and continuous improvement of project governance.
• Promote a culture of transparency, accountability, and servant leadership.
• Perform other duties as assigned.

Qualifications

• Bachelor’s degree in business, Computer Science, or a related field.
• 5+ years of experience in IT project management, with at least 4 years delivering projects using Duck Creek technologies.
• Proven track record of leading Duck Creek upgrade projects and other Duck Creek related initiatives that require in‑depth knowledge and partnership.
• Experience 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.

Compensation & Benefits

The base salary range for this role is $107,500 – $144,700. Benefits are available to employees starting on day one.

Equal Employment Opportunity Statement

Coverys is an equal‑opportunity employer. Coverys’ job openings are open to all without regard to race, color, national origin, gender, gender identity, religion, age, height, weight, disability, political beliefs, sexual orientation, marital status, family status, or veteran status.