Haystack
← Back to Jobs
Operations & Project Management

IT Project Manager - Group Benefits

Albano Systems IncBoston, MA🇺🇸United StatesPosted 18 Jul 2026

Why This Role Stands Out

This hybrid IT Project Manager role offers a fantastic opportunity to drive critical initiatives within the Group Benefits program, honing your skills in stakeholder management and agile execution. You'll thrive here if you're a proactive, action-oriented leader with a knack for creating clarity and accountability within cross-functional teams. This contract position also presents the potential for full-time conversion, making it an exciting stepping stone for your career growth.

Quick Overview

Work Type
Hybrid
Level
Mid Senior

Job Description

This is a 12 month contract opportunity and needs to meet Client full-time conversion policies. Those dependent on a work permit sponsor now or anytime in the future (ie H1B, OPT, CPT, etc) do not meet Client requirements for this opening.

Role Summary

Lead day-to-day delivery for the Group Benefits 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)

Must-Have Qualifications

  • 8+ years of project management experience delivering technology programs; insurance domain experience required.
  • 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 update
  • Experience with Agile, Waterfall, or hybrid delivery methods; comfort operating in ambiguity and evolving priorities

Nice-to-Have Qualifications

  • Exposure to insurance platforms (EIS, Guidewire, Duck Creek, or similar
  • Experience delivering supplemental or voluntary benefits (Hospital Indemnity, Accident, Critical Illness
  • Experience supporting release/cutover activities in regulated environments

Behavioral Expectations (Critical)

  • Highly proactive and action-oriented; does not require repeated follow-up
  • 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

Tools / Technology (Preferred Exposure)

  • Jira, Confluence (or equivalent backlog/documentation tools
  • MS Project, Smartsheet, or equivalent planning tools
  • Microsoft Teams and standard collaboration tools

Skills

Agile
Confluence
Jira
Stakeholder Management
Waterfall

Similar jobs