Sales Executive II

About this role

Our Story At Alight, we believe a company’s success starts with its people. Alight embraces values that come directly from our people – purposeful, human, united and growth-minded – reflecting our inclusive culture and promise that our clients expect. 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.

We invite you to join our team!  Learn more at careers.alight.com . 

Position Summary The Sales Executive II (SE II) within Leave Solutions is responsible for leading and closing mid‑ to large‑market leave‑of‑absence sales opportunities. This role owns the end‑to‑end RFP lifecycle, broker engagement, prospect intelligence, solution positioning, finalist meeting orchestration, and deal execution. SE IIs serve as subject‑matter experts in Leave & Disability Management and play a central role in advancing Alight’s “One Alight” go‑to‑market strategy.

Key Responsibilities 1. RFP & Deal Leadership • Lead the entire RFP process from intake to final submission, ensuring alignment with prospect needs and internal delivery capabilities. • Serve as the primary point of contact for brokers on leave‑related opportunities (explicit requirement: only one sales exec engages the broker). • Drive opportunity qualification, gather prospect pain points, objectives, industry insights, and competitive intelligence.

2. Broker & Prospect Relationship Management • Own relationships with specialty leave brokers throughout the sales cycle. • Collaborate with enterprise sellers when prospects have local broker relationships; define the appropriate engagement model. • Identify key decision makers, buyers, influencers, and align them to the win strategy.

3. Sales Strategy & Value Engineering • Partner with Strategic Account Executives (SAEs) and Enterprise Sales on “One Alight” positioning. • Develop win strategies , including pricing inputs, value engineering (administer, integrate, personalize, guide), and solution alignment. • Craft narratives using AWL utilization, call volume insights, and broader platform value to differentiate Leave Solutions.

4. Finalist Meetings & Cross‑Functional Coordination • Lead preparation and delivery of finalist meetings, ensuring the right SMEs, leaders, and message alignment are present. • Coordinate inputs across product, operations, implementation, legal, and account teams to ensure seamless delivery of proposals. • Ensure messaging reflects both current product capabilities and roadmap truth‑telling.

5. Internal Alignment & Collaboration • Work closely with SAEs, Enterprise Sales, Product, and Market Maker roles (where defined) to build cohesive strategies and avoid misalignment. • Provide prospect insights and field feedback to influence go‑to‑market motions and future product considerations.

6. Contract & Close Support • Partner with Legal and Sales Operations on contract terms, including leaves‑specific addenda or indemnities. • Communicate realistic deal timing and ensure pipeline reflects achievable close dates (typically 3–4 months).

Qualifications Required • 3–5+ years of sales experience in leave management. • Proven success managing large, complex sales cycles with multiple stakeholders. • Strong presentation skills and confidence leading finalist meetings. • Experience working with brokers, consulting houses, or channel partnerships.

Preferred • Understanding of leave regulations, disability management, FMLA/ADA, or HRIS/HCM ecosystem. • Familiarity with Salesforce, sales methodologies, pipeline management best practices.

Key Competencies • Strategic Selling: Ability to navigate complex buying committees, craft win strategies, and align internal stakeholders. • Influence & Communication: Clear, confident communicator with strong executive presence. • Proactive Problem Solving: Ability to identify issues early and coordinate solutions across cross-functional teams. • Market & Product Insight: Understanding of leave industry trends, competitor landscape, and Alight’s capabilities. • Collaboration: Embodies “One Alight” through partnership with Product, Implementation, Operations, and other sales teams.

Application and Interview 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 occ

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