The VP, Sr. Director of GDS Strategy and Planning is responsible for driving strategy, operating effectiveness, and organizational transformation across Global Digital Services. This role serves as a senior advisor to GDS leadership while owning strategic planning, portfolio and product governance, and delivery enablement across the organization. The position balances long-range strategic foresight, execution discipline, and enterprise alignment to enable technology modernization and business outcomes at scale.

Key Responsibilities

Executive Partnership and Influence

• Support GDS leadership by orchestrating strategic planning, executive communications, and cross-portfolio alignment, ensuring priorities are clearly articulated, decisions are well-informed, and outcomes are tracked and delivered.
• Act as a trusted advisor to senior business and technology leaders, providing strategic insight on trade-offs, sequencing, and investment decisions.
• Serve as Chief of Staff to GDS leadership, managing operating cadence, communications, and decision frameworks.
• Facilitate executive-level discussions to align priorities, progress, outcomes, and risk posture.        

Strategic Planning and Investment Governance

• Lead annual and long-range technology planning processes, including prioritization, demand management, funding, and strategic workforce planning.
• Establish and mature governance practices that promote transparency, disciplined execution, and measurable value realization across the GDS portfolio.
• Ensure investment decisions balance modernization, operational stability, and long-term sustainability.
• Champion enterprise tooling and process alignment, enabling teams with clear standards and expectations while reinforcing accountability for consistent execution.

Operating Model and Organizational Effectiveness

• Shape and evolve planning and execution operating models that improve clarity, accountability, and speed across the technology organization.
• Define and evolve operating models to improve speed, accountability, and cross-functional collaboration.
• Enable strong partnerships across technology, finance, risk, and business stakeholders.

Insights, Measurement, and Communication

• Leverage data, metrics, and scenario analysis to inform strategic choices and portfolio decisions.
• Translate strategy into measurable outcomes and track progress against priorities.
• Clearly communicate strategy, progress, and outcomes to executive stakeholders in a concise, business-oriented manner.

• 15+ years of experience in technology leadership, strategy, or consulting, with 5+ years in leadership roles.
• Demonstrated experience leading large-scale transformation and operating model design.
• Expertise in product, delivery, or portfolio management at enterprise scale.
• Strong business acumen with the ability to connect technology strategy to measurable business outcomes.
• Exceptional communication and influencing skills with senior and executive stakeholders.
• Bachelor's degree in technical or business discipline or related experience.

Preferred

• Advanced degree (MBA, MS).
• Experience in insurance or financial services.
• Familiarity with product-centric and agile operating models.
• Experience with enterprise communications, data, and analytics platforms.
• Experience embedding technology resiliency, continuity, and risk management into strategic and operational planning.

About Global Digital Services

Global Digital Services enables business growth and operational efficiency through modern technology capabilities and product-oriented ways of working. GDS spans Application Environments, Digital Workforce Enablement, Global Network Communications, and Service Management and Delivery, operating at enterprise scale in support of Liberty Mutual's strategic objectives worldwide.

Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.

At Liberty Mutual, our goal is to create a workplace where everyone feels valued, supported, and can thrive. We build an environment that welcomes a wide range of perspectives and experiences, with inclusion embedded in every aspect of our culture and reflected in everyday interactions. This comes to life through comprehensive benefits, workplace flexibility, professional development opportunities, and a host of opportunities provided through our Employee Resource Groups. Each employee plays a role in creating our inclusive culture, which supports every individual to do their best work. Together, we cultivate a community where everyone can make a meaningful impact for our business, our customers, and the communities we serve.

We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being. To learn more about our benefit offerings please visit: https://www.libertymutualgroup.com/about-lm/careers/benefits

Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.

Fair Chance Notices

• California
• Los Angeles Incorporated
• Los Angeles Unincorporated
• Philadelphia
• San Francisco