Senior Director, Leaves Strategy and Execution
Our story
At 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 Benefits
With 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 Working
So 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 Work
Thanks 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 Execution
- 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
Product, Engineering & Platform Alignment
- 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
Go-To-Market & Distribution Expansion
- 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
Strategic Initiatives
- 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
Client Health & Experience
- Partner with GTM and Client Success to improve retention, expansion, and satisfaction
- Ensure transformation initiatives translate into tangible client experience improvements
Execution & Governance
- 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
Success Metrics
- Improved alignment between Product, Engineering, and Delivery teams
- Improved product-market alignment and GTM effectiveness
- Increased client retention, expansion, and satisfaction
- Reduction in delivery friction and operational inefficiencies
- Launch of new distribution channels and partnerships
Qualifications
- 10+ years leading complex, cross-functional initiatives across product, GTM, or operations
- Proven track record executing enterprise-scale transformation and growth initiatives
- Experience with partnerships, distribution models, or M&A integration strongly preferred
- Strong executive presence and ability to influence without authority
- Experience in SaaS, HR tech, insurance, or adjacent markets preferred
- Demonstrated ability to translate strategy into execution and results
By applying for a position with Alight, you understand that, should you be made an offer, it will be contingent on your undergoing and successfully completing a background check consistent with Alight’s employment policies. Background checks may include some or all the following based on the nature of the position: SSN/SIN validation, education verification, employment verification, and criminal check, search against global sanctions and government watch lists, credit check, and/or drug test. You will be notified during the hiring process which checks are required by the position.
Alight requires all virtual interviews to be conducted on video. Please be aware that Alight is a camera-on culture and may require occasional travel to one of our physical office locations.
Our commitment to Inclusion
We celebrate differences and believe in fostering an environment where everyone feels valued, respected, and supported. We know that diverse teams are stronger, more innovative, and more successful.
At Alight, we welcome and embrace all individuals, regardless of their background, and are dedicated to creating a culture that enables every employee to thrive. Join us in building a brighter, more inclusive future.
As part of this commitment, Alight will ensure that persons with disabilities are provided reasonable accommodations for the hiring process. If reasonable accommodation is needed, please contact alightcareers@alight.com.
Equal Opportunity Policy Statement
Alight is an Equal Employment Opportunity employer and does not discriminate against anyone based on sex, race, color, religion, creed, national origin, ancestry, age, physical or mental disability, medical condition, pregnancy, marital or domestic partner status, citizenship, military or veteran status, sexual orientation, gender, gender identity or expression, genetic information, or any other legally protected characteristics or conduct covered by federal, state, or local law. In addition, we take affirmative action to employ disabled persons, disabled veterans, and other covered veterans.
Alight provides reasonable accommodations to the known limitations of otherwise qualified employees and applicants for employment with disabilities and sincerely held religious beliefs, practices and observances, unless doing so would result in undue hardship. Applicants for employment may request reasonable accommodations/modifications by contacting their recruiter.
Authorization to work in the Employing Country
Applicants for employment in the country in which they are applying (Employing Country) must have work authorization that does not, now or in the future, require sponsorship of a visa for employment authorization in the Employing Country and with Alight.
Note, this job description does not restrict management's right to assign or reassign duties and responsibilities of this job to other entities; including but not limited to subsidiaries, partners, or purchasers of Alight business units.
We offer you a competitive total rewards package, continuing education & training, and tremendous potential with a growing worldwide organization.
Salary Pay Range
Minimum :
186,000.00 USDMaximum :
227,000.00 USDPay Transparency Statement: Alight considers a variety of factors in determining whether to extend an offer of employment and in setting the appropriate compensation level, including, but not limited to, a candidate’s experience, education, certification/credentials, market data, internal equity, and geography. Alight makes these decisions on an individualized, non-discriminatory basis. Bonus and/or incentive eligibility are determined by role and level. Alight also offers a comprehensive benefits package; for specific details on our benefits package, please visit: Wellbeing and Benefits Selector Page - Alight
DISCLAIMER:
Nothing in this job description restricts management's right to assign or reassign duties and responsibilities of this job to other entities; including but not limited to subsidiaries, partners, or purchasers of Alight business units.