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Head of Policyholder Services & Annuity New Business Strategic Planning

MassMutual

MassMutual

Springfield, MA, USA
Posted on Mar 14, 2026

The Opportunity

As Head of Policyholder Services & Annuity New Business (PS&ANB) Strategic Planning, you will play a critical leadership role shaping and executing short- and long-term strategies that support enterprise transformation. As a member of the PS&ANB Senior Leadership Team, you will drive strategic alignment across investments, operating models, and change initiatives while overseeing organizational communications, learning and performance efforts, and financial management.

You will partner closely with senior leaders and cross-functional stakeholders to assess current capabilities, identify opportunities for improvement, and build sequenced roadmaps that enable sustainable change. This is a highly visible role requiring strong systems thinking, financial acumen, and the ability to influence and guide large organizations through complexity and transformation.

The Team

You will join the Policyholder Services & Annuity New Business Senior Leadership Team within Operations. The team is focused on delivering high-quality service outcomes while advancing efficiency, innovation, and transformation across the organization. The culture emphasizes accountability, data-driven decision making, and shared ownership of outcomes through close partnership with Technology, Finance, Legal, Compliance, Audit, and Business stakeholders.

The Impact

  • Lead enterprise and organizational strategic planning for PS&ANB, ensuring alignment with Operations strategy, investment priorities, and long-term transformation goals.

  • Serve as the business lead for strategic programs and initiatives, including operational deep dives, efficiency efforts, technology enablement, and service strategy development.

  • Own development and ongoing management of the PS&ANB Operating Plan, including prioritization, progress tracking, leader accountability, and resource management.

  • Design and facilitate bi-annual strategy sessions and monthly business reviews using data and defined metrics to assess business health.

  • Partner with senior and executive leaders to influence decision-making and build alignment for complex change initiatives.

  • Oversee business planning and financial operations, including expense management, unit cost stewardship, and efficiency opportunities.

The Minimum Qualifications

  • Bachelor’s degree required.

  • 10+ years of experience in progressively increasing leadership roles supporting large-scale transformation, M&A, or enterprise initiatives.

  • Significant experience with financial management, expense oversight, and financial reporting.

  • Demonstrated ability to lead complex initiatives and manage competing priorities.

  • Authorization to work in the United States without sponsorship now or in the future.

The Ideal Qualifications

  • Advanced degree or professional certification (e.g., MBA, FSA, FCIA, CPA).

  • Strong strategic, analytical, and decision-making skills.

  • Proven ability to influence senior and executive leaders across functions.

  • Experience leading organizational change and operating model design.

  • Strong executive presence with excellent written and verbal communication skills.

  • Demonstrated commitment to talent development, inclusion, and continuous improvement.

What to Expect as Part of MassMutual and the Team

  • Regular meetings with the PS&ANB Senior Leadership Team

  • Focused one-on-one meetings with your manager

  • Broad collaboration with enterprise partners across Operations, Technology, Finance, Legal, Compliance, and Audit

  • Access to learning and development resources to support continued growth

#LI-LS1

Salary Range:

$159,800-$209,700

At MassMutual, we focus on ensuring fair equitable pay, by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component.

Why Join Us.

We’ve been around since 1851. During our history, we’ve learned a few things about making sure our customers are our top priority. In order to meet and exceed their expectations, we must have the best people providing the best thinking, products and services. To accomplish this, we celebrate an inclusive, vibrant and diverse culture that encourages growth, openness and opportunities for everyone. A career with MassMutual means you will be part of a strong, stable and ethical business with industry leading pay and benefits. And your voice will always be heard.

We help people secure their future and protect the ones they love. As a company owned by our policyowners, we are defined by mutuality and our vision to put customers first. It’s more than our company structure – it’s our way of life. We are a company of people protecting people. Our company exists because people are willing to share risk and resources, and rely on each other when it counts. At MassMutual, we Live Mutual.

MassMutual is an equal employment opportunity employer. We welcome all persons to apply.

If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.

At MassMutual, we focus on ensuring fair, equitable pay by providing competitive salaries, along with incentive and bonus opportunities for all employees. Your total compensation package includes either a bonus target or in a sales-focused role a Variable Incentive Compensation component. For more information about our extensive benefits offerings please check out our Total Rewards at a Glance.