via Remote Rocketship
$90000K-160000K a year
Lead and manage large-scale implementations of self-insured Disability or Leave Administration services across multiple teams and stakeholders.
8+ years managing large health benefits projects, PMP certification, deep domain knowledge in leave/disability programs, and experience with enterprise-scale program management.
Job Description: • Responsible for the delivery of all self-insured Disability or Leave Administration services for Alight Leave Solutions and SaaS clients. • Has full accountability to bring the right combination of talent, tools and technology to successfully implement a client’s benefit program. • Leading enterprise ‑ scale, multi ‑ workstream implementations, coordinating cross ‑ functional teams across business, product, engineering, vendors, and offshore/shared services. • Driving project execution from inception through delivery and support hand off. • Managing necessary resources and ensuring they are assigned, engaged and know their roles and responsibilities. • Developing and maintaining project artifacts and conducting regular reviews to ensure all participants are aware of progress, roadblocks and risks. • Communicating proactively, clearly and frequently to the development and product stakeholders, executives, and to clients as appropriate. • Applying enterprise project management methodologies (e.g., hybrid Agile/Waterfall) to manage complex dependencies, phased releases, and parallel deployments. • Configuring Workday Financials, including internal control compliance for Spend Approver and Finance HR Process Approver security roles. • Developing and maintaining integrated master plans that align timelines, scope, resources, and financials across multiple workstreams and stakeholders. • Managing portfolio ‑ level risks, interdependencies, and change impacts, escalating systemic issues with data ‑ driven recommendations. • Contributing to and influencing enterprise delivery frameworks, tooling, and metrics to improve predictability, scalability, and quality. • Identifying cross ‑ program trends and systemic gaps; partner with leadership to define corrective actions and process innovations. Requirements: • Have a Bachelor’s in a business, management and/or technical field or equivalent work experience required. • Hold Project management (i.e. PMP) or equivalent certification. • 8+ years of experience managing large scale projects within health benefits projects. • Have In depth understanding of the implementation processes and industry standard expectations and methods. • Have deep domain knowledge of leave of absence, self-insured Disability programs or other health benefits domain. • Have Experience working with large functional teams (e.g. Product, Engineering, Claim Delivery, Offshore teams, Shared Services). • Demonstrate experience managing enterprise ‑ scale programs with multiple concurrent projects, dependencies, and stakeholders. • Display ability to influence outcomes in matrixed, large ‑ organization environments without direct authority. • Have experience applying portfolio, program, and project management discipline to drive consistent delivery outcomes. • Demonstrate ability to synthesize complex delivery information into clear, executive ‑ ready communications. • Display consulting, influencing and negotiation skills. • Be comfortable operating at both strategic and execution levels, shifting seamlessly between big ‑ picture planning and detailed oversight. Benefits: • a variety of health coverage options • wellbeing and support programs • retirement plans • vacation and sick leave • maternity, paternity & adoption leave • continuing education and training • several voluntary benefit options
This job posting was last updated on 2/25/2026