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Role : Project/Program Manager
Location: Candidate has to work 3 days in Boston office or in Spring Field office, MA
JD for the Project/Program Manager:
Lead day-to-day delivery for the Worksite program by driving schedule, governance, and cross-functional execution. This role requires strong stakeholder management, proactive risk and dependency handling, and crisp reporting.
The ideal candidate is a self-directed, action-oriented project leader who creates clarity, removes blockers, and keeps teams accountable.
Key Responsibilities
Role : Project/Program Manager
Location: Candidate has to work 3 days in Boston office or in Spring Field office, MA
JD for the Project/Program Manager:
Lead day-to-day delivery for the Worksite program by driving schedule, governance, and cross-functional execution. This role requires strong stakeholder management, proactive risk and dependency handling, and crisp reporting.
The ideal candidate is a self-directed, action-oriented project leader who creates clarity, removes blockers, and keeps teams accountable.
Key Responsibilities
- Own and maintain the integrated delivery plan (milestones, dependencies, sprint/release calendar, and key deliverables).
- Run delivery governance: workstream syncs, RAID management, decision and action tracking, and release readiness cadence.
- Proactively identify and manage risks, issues, and dependencies, drive mitigation plans and escalations with recommended actions.
- Coordinate across product, business, engineering, QA, and environment/release teams to ensure aligned execution.
- Manage scope alignment and change control by documenting impacts to timeline, cost, and deliverables.
- Produce executive-ready status reporting (weekly status, milestones, KPIs, forward look, and support requests).
- Facilitate stakeholder communications and ensure timely decisions to avoid delivery delays.
- Support cutover and go-live planning (readiness checklists, runbook coordination, and go/no-go inputs).
- 8 years of project management experience delivering technology programs; insurance domain experience required.
- Strong understanding of insurance products and operations.
- Demonstrated success managing cross-functional delivery with multiple workstreams and vendor/onshore/offshore teams.
- Strong governance discipline (RAID, action/decision logs, dependency management) and ability to operate with minimal direction.
- Excellent written and verbal communication; ability to produce concise, leadership-ready updates.
- Experience with Agile, Waterfall, or hybrid delivery methods; comfort operating in ambiguity and evolving priorities.
- Exposure to insurance platforms (EIS, Guidewire, Duck Creek, or similar).
- Experience delivering supplemental or voluntary benefits (Worksite programs).
- Experience supporting release/cutover activities in regulated environments.
- Highly proactive and action-oriented; does not require repeated follow-ups.
- Owns outcomes end-to-end and escalates risks early with options and recommendations.
- Strong stakeholder presence; communicates clearly, calmly, and consistently.
- Disciplined progress reporting and transparent status; no surprises.
- Jira, Confluence (or equivalent backlog/documentation tools).
- MS Project, Smartsheet, or equivalent planning tools.
- Microsoft Teams and standard collaboration tools.