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 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 Mass Mutual’s 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 maturity—from 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 Mass Mutual stay aligned with its strategic vision of financial well‑being for all Americans.

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.

• 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 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…