Liberty Mutual
Director, Planning & Analysis - Investments, Data, & Experience
Liberty Mutual is hiring a Director, Planning & Analysis - Investments, Data, & Experience in Boston, MA,US, US. Posted October 9, 2026.
Job at a glance
- Company
- Liberty Mutual
- Location
- Boston, MA,US, US
- Workplace
- On-site
- Employment
- Full-time
- Posted
- October 9, 2026
- First scanned
- October 12, 2026
- Apply by
- April 7, 2027
About the job
The Director of Planning, leads strategic portfolio planning, financial and workforce planning, executive reporting, and vendor and contract governance for LM Technology's Investments, Data, and Experience (IDE) organization. Reporting to the Senior Director, Strategy, Planning & Resiliency, the Director runs the recurring planning cycles, governance, and consolidated reporting that keep IDE's investments, talent, and objectives aligned to enterprise strategy and expected benefits. The role proactively manages risks and opportunities across the portfolio, oversees IDE change enablement (communications, training, adoption, and stakeholder alignment), drives continuous improvement and communities of practice, and translates performance data into actionable executive insight. AI is central to how this role operates, not an add-on. The Director is expected to be a hands-on champion of AI across planning, governance, and reporting — using AI to accelerate forecasting and scenario analysis, to convert large volumes of portfolio, financial, and vendor data into executive-ready insight, and to automate recurring planning and reporting workflows. The Director models AI-first ways of working for the IDE organization, identifies and scales high-value AI use cases, and ensures AI is applied responsibly and in line with enterprise data, security, and governance standards. Success requires strong financial and operational acumen, executive-ready communication, disciplined governance, fluency in applying AI to business problems, and the ability to lead across a highly matrixed environment with minimal oversight. Bachelor's degree in Business, Finance, Information Systems, or a related discipline; Master's degree preferred. 10+ years of experience in strategy, portfolio/financial/workforce planning, technology operations, or program management, with 5+ years in a leadership role. 10+ years of experience with portfolio risk & opportunity management and organizational change enablement (e.g., communications, training, adoption). Strong financial planning, budgeting, and forecasting experience within a technology organization, including managing to investment plan. Experience with vendor and contract governance, contractor onboarding, and procurement processes. Demonstrated experience applying AI tools to business problems — such as forecasting, scenario modeling, data synthesis, reporting automation, or workflow efficiency — with a track record of turning AI capabilities into measurable outcomes. Excellent written and verbal communication with the ability to translate detailed data into concise, decision-ready insight and narrative for executives. Strong proficiency with BI reporting tools (e.g., Power BI, Tableau, Domo), Microsoft Excel, PowerPoint, Teams, and SharePoint. Familiarity with AI-enabled productivity and analytics tools (e.g., Microsoft Copilot, Claude, or similar) is expected. Consistently demonstrates independent, critical thinking and sound judgment, proactively identifying issues, evaluating options, and taking appropriate action with minimal managerial direction. Effectively navigates ambiguity, prioritizes work, resolves issues, achieves desired outcomes, and makes timely and well-informed decisions aligned with organizational objectives. Experience supporting enterprise data, technology strategy, or enterprise transformation functions Experience building communities of practice and driving continuous improvement and adoption programs. Experience identifying, piloting, and scaling AI use cases across a team or function, and building AI literacy and adoption in others. Familiarity with responsible/governed AI practices, including data privacy, security, and keeping human judgment accountable for decisions. Familiarity with operational performance measurement, KPI frameworks, and executive storytelling. Experience working in a highly matrixed, global, product-focused organization. Strong judgment in handling sensitive financial, workforce, and vendor information. Strategic Portfolio Management & Planning Lead recurring strategic planning cycles for IDE, ensuring alignment and execution against strategic goals and expected benefits. Drive proactive risk and opportunity assessment across the portfolio, surfacing and managing issues and emerging risks before they affect outcomes. Use AI-driven scenario modeling and portfolio optimization to test trade-offs, stress-test plans, and recommend the highest-value allocation of investment and capacity. Apply predictive analytics and AI to detect emerging risks and dependencies early by correlating signals across financial, delivery, and operational data that manual review would miss. Performance measurement & key metrics: define KPIs, track performance, and report progress; maintain the consolidated IDE performance reporting. Process Improvement & Collaboration Ensure all AI use aligns with enterprise data privacy, security, and governance standards, keeping human judgment and accountability firmly in the loop for decisions and executive recommendations.