Director, Workforce Planning Programs & Strategy

Liberty Mutual Insurance•Boston, MA

2d•$120,000 - $225,000

About The Position

Workforce Planning (WFP) helps the Claims & Service Organization make smarter staffing decisions. At the center of that mission is our Staffing Sophistication (SS) program—a portfolio of projects focused on improving how we deliver staffing recommendations across four goals: accuracy, transparency, ease and speed, and staffing strategy—answering the questions that truly move the needle for our businesses. As the owner of the Staffing Sophistication program, you'll be a driving force behind this work and a connective force across the organization. You'll sit on the WFP Leadership Team and serve as a key integration point across WFP, Claims, and Service—leading through influence and partnership, facilitating alignment, and directing project execution. You'll help shape how WFP operates, how it prioritizes and tracks its work, and how it approaches the future: thinking creatively about what a more sophisticated, scalable target state looks like—and building the path to get there. This role offers broad exposure across Claims & Service, and a real opportunity to influence organizational effectiveness, leadership alignment, and long-term capability development. This role may have in-office requirements dependent upon candidate location.

Requirements

A strong analytical orientation—comfortable working on and around analytical projects, reasoning quantitatively, and engaging credibly with technical teams and business stakeholders alike.
Excellent program and portfolio management skills, with a track record of building roadmaps, maintaining governance, and delivering complex, cross-functional initiatives.
The ability to lead through influence—facilitating alignment among peers and senior stakeholders and driving execution across teams without formal authority.
Strong process improvement instincts, with experience bringing structure and documentation to environments where processes are manual, varied, or underdefined.
Sharp conceptual and problem-solving skills—particularly the ability to challenge conventional thinking and help teams envision future states that are fundamentally more scalable and effective.
Clear, confident communication across audiences: analytical teams, business stakeholders, and senior leaders.
The judgment and organizational savvy to navigate a matrixed, complex environment—knowing when to push, when to align, and when to escalate.
Master's degree in Mathematics, Economics, Statistics or other quantitative field; Ph.D. helpful given quantitative work they are leading.
Minimum 8, typically 10, years' experience; must have exceptional planning, analytical, decision-making and project management skills.
Expert knowledge of data sources, tools and business drivers.
Knowledge of statistical techniques required.
Industry knowledge critical.

Nice To Haves

Ph.D. helpful given quantitative work they are leading.

Responsibilities

Build and execute roadmaps against our four program goals, drive progress toward targets, and keep stakeholders clearly informed on status, milestones, and changes.
Ensure opportunities, initiatives, progress, and outcomes are consistently identified, tracked, and communicated—maintaining the governance and visibility mechanisms that keep this complex, cross-functional program on track.
Drive execution across a complex, matrixed environment, ensuring work is sequenced smartly, dependencies are managed, and progress is real and sustained.
Lead portfolio management across WFP's projects and workstreams—many of which span and support the broader Claims & Service organization.
Drive alignment on priorities, surface risks, and problem-solve against roadblocks.
Bring the structure and accountability that ensures the right work gets done, in the right order, and delivers on its commitments.
Reason through complex, analytical problems alongside the team, taking on project work directly and connecting our analysis to tangible business outcomes.
Partner with WFP leadership and analysts to build the processes, systems, and operating rhythm that make the team more effective.
Champion cross-team coordination, follow through on commitments, and help leadership stay focused on what matters most.
Facilitate difficult prioritization conversations, push back constructively, and earn trust across levels.