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Director - Technology Strategy, Planning & Support

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Liberty Mutual Insurance
Full Time position
Listed on 2026-03-05
Job specializations:
  • IT/Tech
    IT Project Manager, IT Consultant
  • Management
    IT Project Manager
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below

Description

Liberty Mutual Technology is in search of a Director of Strategy, Planning & Support to join our U.S. Retail Markets Technology Strategy & Planning team. This pivotal role involves steering our organization towards achieving its strategic objectives by optimizing portfolio management practices and ensuring effective governance of our technology initiatives. They will manage a team of talented individuals responsible for aligning technology efforts with business goals, driving continuous improvement, and enabling effective, efficient and consistent set of practices across the organization.

This role provides a unique opportunity to lead and influence Liberty Mutual’s technology strategy within U.S. Retail Markets Technology (USRM Tech), ensuring alignment with business objectives while enhancing organizational efficiency. As a key leader, you will play a critical role in shaping a future‑ready technology strategy that positions Liberty Mutual for sustained success.

Key Responsibilities
  • Strategic Portfolio Management (SPM) and Planning
    • Lead the USRM Tech quarterly and annual strategic planning and rebalancing processes to ensure technology initiatives are prioritized based on strategic alignment to organizational goals.
    • Oversee engineer resource forecasting and capacity planning to ensure teams are optimally aligned; partner with technology leaders to identify resource gaps and focus delivery on the highest priority work.
    • Lead the development and maintenance of comprehensive strategic roadmaps that align with company goals, market trends, and stakeholder priorities, facilitating cross‑functional collaboration to ensure roadmaps are actionable and measurable.
    • Partner with Strategy & Planning Analytics to prepare executive‑level dashboards that provide a comprehensive view of portfolio performance and operational health metrics.
    • Analyze data to generate actionable insights and strategic recommendations for stakeholders.
    • Lead consistent and effective communication with stakeholders to support informed strategic discussions and data‑driven decisions.
  • Team and Workforce Management
    • Partner with our talent organization to develop and execute team‑level and talent management practices including capacity planning and workforce development, supporting multi‑year business and technology roadmaps.
    • Oversee opportunities to optimize relationships with suppliers to balance cost control, risk mitigation, and quality delivery.
    • Lead a team of strategic portfolio managers to create a culture of excellence, collaboration, and continuous improvement.
    • Continuously refine and lean out portfolio management processes, tools, and methodologies to increase efficiency, transparency, and responsiveness.
    • Conduct retrospectives to gather feedback and adapt governance processes, ensuring agility.
  • Intake and Triage of Requests to Departments
    • Manage the intake and triage of regular and ad‑hoc requests to technology teams, engaging requestors and experts to minimize disruption while ensuring timely execution.
    • Develop streamlined processes for handling requests, enhancing organizational efficiency and effectiveness.
  • Lead USRM Technology Strategic Portfolio Management Team
    • Lead a team of Strategic Portfolio Managers aligned to our technology domains; monitor effectiveness and address productivity issues.
    • Work across Liberty Mutual Tech to develop a Community of Practice (CoP) among strategic portfolio managers to share best practices and foster learning.
  • Change Management
    • Design and implement change management strategies to ensure smooth transitions and successful adoption of new processes or initiatives.
    • Engage stakeholders to understand needs, address concerns, and ensure alignment with change initiatives.
    • Establish KPIs to measure success and impact, conducting regular performance reviews against these metrics.
  • Technology Innovation
    • Stay abreast of emerging technologies and industry trends to identify opportunities for innovation and competitive advantage.
    • Advocate for the adoption of new technologies or tools to enhance portfolio management practices and outcomes.
Qualifications
  • 15+ years of total experience, 10 of which includes strong…
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