Director of Engineering & Product Management - Benefits Platform

The Director of Engineering & Product Management - Benefits Platform is accountable for shaping and executing a modernized Benefits Platform strategy, leading cloud-native transformation, platform resilience, and continuous innovation aligned to business and regulatory priorities. The role provides senior engineering and product leadership, setting standards for architecture, security, reliability, and DevSecOps while guiding teams from concept through delivery and adoption. Partnering closely with business, operations, and market leaders, the role ensures platform investments align with customer needs, operational goals, and regulatory requirements while delivering measurable business outcomes. This leader brings strong strategic judgment and executive presence, connecting technical and product decisions to business results while scaling high-performing teams and managing risk in a complex, regulated environment.  

This director level role is primarily responsible for directing team(s) in defining product strategy and vision, overseeing product roadmaps from ideation to launch, and driving and approving decisions on new products or enhancements to bring to market. This includes reviewing and selecting business cases for new products, improvements to existing products, and/or business ventures; defining, overseeing, and avoiding technical debt; providing direction and oversight to product team(s) and diverse stakeholder groups across the organization throughout the product management life cycle, and leveraging partnerships with operations teams and market stakeholders to support product adoption. This role is also responsible for directing internal and external discovery for new and existing products, overseeing end-to-end prototyping and validation with end users, ensuring learnings are funneled to product roadmaps, overseeing the ongoing tracking of outcomes and key performance indicators, and directing and overseeing product teams in the resolution of complex user problems.

• Oversees the operation of multiple units and/or departments by identifying customer and operational needs; analyzing resources, costs, and forecasts and incorporating them into business plans; gaining cross-functional support for business plans and priorities; translating business strategy into actionable business requirements; obtaining and distributing resources; setting standards and measuring progress; removing obstacles that impact performance; guiding performance and developing contingency plans accordingly; and ensuring products and/or services meet customer requirements and expectations while aligning with organizational strategies.
• Demonstrates continuous learning and maintains a highly skilled and engaged workforce by aligning resource plans with business objectives; overseeing the recruitment, selection, and development of talent; motivating teams; preparing individuals for growth opportunities and advancement; staying current with industry trends, benchmarks, and best practices; providing guidance when difficult decisions need to be made; and ensuring performance management guidelines and expectations drive business needs.
• Directs team(s) in defining product strategy and vision, and oversees product roadmaps from ideation to launch by driving and approving decisions on new products or enhancements to bring to market; reviewing the evaluation of potential business process changes, system impacts, and flow concepts to determine the viability of implementing desired enhancements; ensuring the provision of an end-to-end holistic view of how specific business processes and internal system configurations impact the user experience; reviewing and selecting business cases for new products, improvements to existing products, and/or business ventures; defining, overseeing, and avoiding technical debt as appropriate; managing product and operational budgets; ensuring documentation clearly communicates customer/stakeholder needs to the product team; and partnering with team members to clarify features and requirements as necessary.
• Provides direction and oversight to product team(s) and diverse stakeholder groups across the organization throughout the product management life cycle by driving the resolution of inter-squad, cross-product and external dependencies, roadblocks and constraints; leveraging partnerships with operations teams and market stakeholders to support product adoption; overseeing training efforts to build readiness for production support and operational readiness teams; leading feature demos for executive stakeholders; providing advanced product expertise, peer training, and consultation as appropriate; ensuring adherence to enterprise compliance standards; and managing technology risks as appropriate.
• Directs the internal and external discovery for new and existing products by leveraging partnerships with key stakeholders to identify business needs; ensuring the identification of best in class marketplace innovation; overseeing prototyping and validation with end users with support from UX design and research, engineering, and other stakeholders as appropriate; and ensuring learnings are funneled to the product roadmap.
• Oversees the ongoing tracking of outcomes, financials, and key performance indicators by reviewing KPIs and performance metrics (e.g., speed, quality, etc.); reviewing key metrics and verifying KPI alignment; and directing the development and maintenance of ad hoc reports, status updates, and presentation decks for key stakeholders and leadership.
• Directs and oversees product team members to ensure the resolution of user problems for complex issues by ensuring the work backlog is prioritized and balanced across new development, non-functional requirements, and technical work (e.g., maintenance, support, technical debt, etc.); and overseeing competitive and user research/testing, experimentation, and/or design thinking initiatives.