Senior Director, Leaves Strategy and Execution

Our storyAt Alight, we believe a company’s success starts with its people. At our core, we Champion People, help our colleagues Grow with Purpose and true to our name we encourage colleagues to “Be Alight.” We are passionate about connecting purpose with impact. Alight empowers clients to build a healthier and more financially secure workforce by unifying the benefits ecosystem across health, wealth, wellbeing, navigation, and absence management.Our BenefitsWith a comprehensive total rewards package, Alight offers programs and plans that support your mind, body, wallet, and life. Benefits include health, dental and vision coverages starting Day One. Additionally, Alight colleagues enjoy wellbeing programs, retirement plans with contribution matching, generous time off, parental leave, continuing education, and career growth opportunities – all within a thriving global organization.Flexible WorkingSo that you can be your best at work and home, we consider flexible working arrangements wherever possible. Alight has been a leader in the flexible workspace and “Top 100 Company for Remote Jobs” 6 years in a row. Great Place to WorkThanks to the work of every colleague, Alight has received multiple awards of recognition including “Great Place to Work” for the past 7 years and Fortune’s “Best Companies to Work For.” To learn more about our company culture and awards Click Here.If you, Champion People, seek to Grow with Purpose, and embody the meaning of Be Alight – We invite you to join our team! Learn more at careers.alight.com. The Senior Director of Leave Solution Strategy & Execution is a senior leader responsible for driving the end-to-end execution of Alight Leave Solutions’ growth agenda. This includes product and platform transformation, go-to-market acceleration, distribution expansion, and strategic initiatives such as partnerships and acquisitions.This role operates as the bridge between strategy and outcomes, partnering across Product, Engineering, GTM, and Corporate Development to translate priorities into measurable growth. The leader owns complex, cross-functional initiatives and ensures execution delivers business impact revenue growth, client expansion, and market differentiation.Key Responsibilities:Transformation & Growth ExecutionLead enterprise-wide initiatives (e.g., claims modernization, platform transformation, operating model evolution)Translate executive strategy into clear, outcome-driven programs tied to growth, efficiency, and client impactDrive execution across product, delivery, and GTM to ensure initiatives land in market not just in roadmapProduct, Engineering & Platform AlignmentPartner with Product and Engineering to align roadmap priorities with business and GTM needsDrive modernization across workflows, automation, data integration, and experienceOwn cross-functional execution of key platform initiatives, including AI-enabled capabilities within product and operationsRemove systemic blockers to improve speed, quality, and predictability of deliveryGo-To-Market & Distribution ExpansionPartner with Commercial and GTM leadership to ensure solutions are market ready, differentiated, and scalableLead execution of new distribution partnerships (e.g., worker’s compensation partners)Help operationalize partner models (offerings, enablement, integration, joint value proposition)Support development of clear packaging, positioning, and value articulation tied to growthStrategic Initiatives Support evaluation, planning, and execution of partnerships and inorganic growth opportunitiesAct as execution lead for integration planning (product, GTM, operations)Ensure acquired capabilities or partnerships are effectively embedded into the broader solution and GTM motionPartner with corporate strategy and finance to link deals to measurable outcomesClient Health & ExperiencePartner with GTM and Client Success to improve retention, expansion, and satisfactionEnsure transformation initiatives translate into tangible client experience improvementsExecution & GovernanceLead complex, multi-workstream programs with clear ownership and accountabilityEstablish lightweight governance to drive speed and transparencyProvide regular updates to Executive Leadership on progress, risks, and business impactSuccess MetricsImproved alignment between Product, Engineering, and Delivery teamsImproved product-market alignment and GTM effectivenessIncreased client retention, expansion, and satisfactionReduction in delivery friction and operational inefficienciesLaunch of new distribution channels and partnershipsQualifications10+ years leading complex, cross-functional initiatives across product, GTM, or operationsProven track record executing enterprise-scale transformation and growth initiativesExperience with partnerships, distribution models, or M&A integration strongly preferredStrong executive presence and ability to influence without authorityExperience in SaaS, HR tech, insurance, or adjacent markets preferre