Senior Director, Leaves Strategy and Execution

Alight•New York, NY

1d•$186,000 - $227,000•Hybrid

About The Position

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.

Requirements

10+ years leading complex, cross-functional initiatives across product, GTM, or operations
Proven track record executing enterprise-scale transformation and growth initiatives
Experience in SaaS, HR tech, insurance, or adjacent markets preferred
Demonstrated ability to translate strategy into execution and results
Authorization to work in the Employing Country

Nice To Haves

Experience with partnerships, distribution models, or M&A integration strongly preferred
Strong executive presence and ability to influence without authority

Responsibilities

Lead 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 impact
Drive execution across product, delivery, and GTM to ensure initiatives land in market not just in roadmap
Partner with Product and Engineering to align roadmap priorities with business and GTM needs
Drive modernization across workflows, automation, data integration, and experience
Own cross-functional execution of key platform initiatives, including AI-enabled capabilities within product and operations
Remove systemic blockers to improve speed, quality, and predictability of delivery
Partner with Commercial and GTM leadership to ensure solutions are market ready, differentiated, and scalable
Lead 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 growth
Support evaluation, planning, and execution of partnerships and inorganic growth opportunities
Act as execution lead for integration planning (product, GTM, operations)
Ensure acquired capabilities or partnerships are effectively embedded into the broader solution and GTM motion
Partner with corporate strategy and finance to link deals to measurable outcomes
Partner with GTM and Client Success to improve retention, expansion, and satisfaction
Ensure transformation initiatives translate into tangible client experience improvements
Lead complex, multi-workstream programs with clear ownership and accountability
Establish lightweight governance to drive speed and transparency
Provide regular updates to Executive Leadership on progress, risks, and business impact