Strategic Planning & Delivery, Workstream Lead

The Opportunity

The Workstream Lead (WSL) is a critical leadership role within Strategic Planning & Delivery (SP&D), responsible for guiding strategic efforts across multiple initiatives within a designated workstream. Reporting directly to the Head of SP&D, this role offers consistent engagement with senior leaders and visibility into enterprise-wide strategy. As a WSL, you will champion transformation by connecting strategic priorities to execution, ensuring initiatives deliver meaningful impact beyond process compliance. You will cultivate trust and credibility across the organization, positioning SP&D as a strategic ally through transparent communication and collaborative engagement. You are accountable for the day-to-day leadership of your workstream and for delivering against established goals through disciplined governance, coaching, and cross-functional collaboration. A successful WSL inspires action and drives change. You think strategically across the enterprise, engage and influence senior leaders, and coach initiative owners through planning and execution. You bring strong financial acumen and analytical skills to assess value, pressure-test assumptions, and guide decision-making. You are comfortable navigating ambiguity, challenging assumptions, and presenting insights with clarity and confidence. Your ability to foster alignment, build partnerships, and lead with transparency positions SP&D as a trusted and impactful force across the organization.

The Team

The SP&D Office was established in 2019 to oversee the planning, governance, and execution of strategic initiatives that drive enterprise transformation and growth. It ensures strategic alignment, prioritization, and value realization across MassMutuals portfolio, partnering closely with the Executive Leadership Team (ELT), which acts as its Steering Committee. SP&D is known for its disciplined approach to financial oversight, cross-functional collaboration, and transparent governance processes that span all phases of project maturityfrom intake and discovery to implementation and tracking. The team includes roles such as Workstream Leads, Insight Leads, Finance Leads and Program Managers, each accountable for driving execution, managing budgets, and enabling decision-making through data and reporting. The team plays a critical role in fostering enterprise-wide trust and collaboration, positioning SP&D as a strategic ally to business leaders and initiative owners. SP&D has successfully governed over 300 initiatives, contributing significantly to sustainable earnings and helping MassMutual stay aligned with its strategic vision of financial well-being for all Americans.

The Impact

The Workstream Lead (WSL) plays a pivotal role in driving strategic execution across their assigned portfolio. They are responsible for aligning initiatives to enterprise goals, managing risks, and ensuring that projects deliver or exceed their projected ROI. WSLs act as strategic advisors to Initiative Owners, coaching them through planning, governance, and execution while pressure-testing assumptions and surfacing barriers to success. Their impact is amplified through cross-functional collaboration, data-driven decision-making, and consistent engagement with ELT, Sponsors, and project teams to maintain portfolio health and strategic alignment.

Key Responsibilities

• Ideation Apply human-centered design principles to help teams uncover and address core business challenges. Focus on solving root issues rather than symptoms, while keeping people at the center of the solution. Coaching - Guide initiative owners and cross-functional teams during ideation sessions to identify value, build strong cost / benefit analysis, develop execution plans, and to coordinate across functional areas to ensure strategic alignment. The WSL is also responsible for coaching initiative owners to present plans, results, opportunities and business risks to the Workstream Sponsor, Head of SP&D and other senior leaders.
• Inspirational Leader Inspire colleagues and leaders throughout the business to embrace a culture of continuous improvement and transformation. Drive mindset shifts and behavioral change that support enterprise goals.
• Analytics / Reporting Proactively review and analyze financial health of workstream; report on the progress of workstream and initiatives, track performance of initiatives and identify key risks to value and execution. Partner with SP&D Finance on matters relating to valuing initiatives and managing workstream budget.
• Value Creation - Work across a matrixed organization to bridge ideas and opportunities to increase profitability for the business. Facilitate ideation sessions, consisting of dozens of employees, which identify opportunities to enhance business profitability.
• Oversight Review milestones and key performance indicators to identify risk of execution and collaborate with Sponsors to mitigate risk and avoid value slippage. Ensure the integrity of data and adherence to SP&D policies.
• Collaboration - Work closely with other workstream leads and business leaders to resolve issues, share insights, and ensure alignment to workstream and enterprise goals.

The Minimum Qualifications

The Ideal Qualifications

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Salary Range :

159,800.00-209,700.00

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.

Weve been around since 1851. During our history, weve 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. Its more than our company structure its 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.

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