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Deputy Director of Strategy

Job in Boston, Suffolk County, Massachusetts, 02297, USA
Listing for: State of Massachusetts, USA
Full Time position
Listed on 2026-10-09
Job specializations:
  • Management
    Corporate Strategy
Job Description & How to Apply Below
Description Mass Health  is seeking an experienced and strategic leader to serve as Deputy Director of Strategy, an important leadership role focused on some of the agency’s most complex and consequential priorities. As the Commonwealth’s Medicaid and Children’s Health Insurance Program, Mass Health provides health care coverage and related services to approximately two million Massachusetts residents. The Deputy Director will work closely with the Director of Strategy, Medicaid Director, Mass Health executive team, and leaders across the agency to shape strategies that strengthen health care access, quality, member experience, and the long-term sustainability of the program.

This position offers a unique opportunity to help address challenging issues at the intersection of health policy, finance, operations, data, and technology while contributing to decisions that directly affect members, providers, and communities across Massachusetts.

As a senior leader on the Mass Health Strategy team, the Deputy Director will lead complex initiatives from early problem-solving and strategy development through recommendations or implementation, bringing together diverse perspectives and translating analysis into practical recommendations and action. The selected candidate will also lead and develop members of the Strategy team, advise senior executives, and help strengthen how Mass Health approaches emerging challenges and opportunities.

This role is especially well suited for someone who enjoys solving difficult problems, working across organizational boundaries, developing others, and turning complex information into clear direction. It provides significant exposure to senior leadership and an opportunity to grow as a strategist and people leader while contributing to the future of one of the Commonwealth’s largest and most important public programs.

Duties and Responsibilities:

(These duties are a general summary and not all-inclusive)
Lead a portfolio of high-priority strategic, policy, operational, and implementation initiatives from initial problem definition through execution.

Translate complex and often ambiguous challenges into clear questions, hypotheses, work streams, analytical approaches, decision points, and actionable plans.

Assemble and lead cross-functional teams across program, policy, finance, legal, clinical, operations, data, and technology functions to advance shared priorities.

Establish effective project governance, roles, timelines, milestones, and accountability to support successful execution of complex initiatives.

Direct qualitative and quantitative analyses using medical claims, financial information, operational performance data, benchmarks, trends, and stakeholder input to evaluate opportunities and inform decisions.

Develop financial and operational models, scenario analyses, business cases, and other decision-support tools to assess strategic options and potential impacts,Synthesize policy, financial, operational, analytical, and stakeholder considerations into practical options and clear recommendations for senior leadership.

Prepare and present executive-level briefings, analyses, recommendations, and decision materials for the Mass Health executive team, Medicaid Director, and other senior Commonwealth leaders.

Manage, coach, and develop Senior Managers, Program Managers, and other team members by assigning work, providing feedback, strengthening analytical and communication skills, and supporting professional growth.

Engage members, advocates, providers, vendors, federal partners, state agencies, and other stakeholders to gather perspectives, build alignment, and strengthen strategies and implementation plans.

Partner with the Director of Strategy to shape the team’s…
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