Sales Executive - Leaves Solutions

Regular Deerfield, Illinois, United States of America

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.

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.

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.

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 .

The Sales Executive 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.

• 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.

• 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.

• 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.

• 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.

• 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.