Sales Executive II – Leave Solutions - Remote

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.”

Champion People – be empathetic and help create a place where everyone belongs.

Grow with Purpose – Be inspired by our higher calling of improving lives.

Be Alight – act with integrity, be real and empower others.

It’s why we’re so driven to connect passion with purpose. Alight helps clients gain a benefits advantage while building a healthy and financially secure workforce by unifying the benefits ecosystem across health, wealth, wellbeing, absence management and navigation.

With a comprehensive total rewards package, continuing education and training, and tremendous potential with a growing global organization, Alight is the perfect place to put your passion to work.

Join our team if you Champion People, want to Grow with Purpose through acting with integrity and if you embody the meaning of Be Alight.

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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.

• 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.

• 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).

• 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.

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

• Strategic Selling: Ability to navigate complex buying…