Sales Executive II – Leave Solutions - Remote

Alight Solutions

1d • Remote

About The Position

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.” Our Values: 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. 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.

Requirements

• 3–5+ years of sales experience in benefits, leave management, HR tech, insurance, or SaaS.
• 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.
• 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.

Nice To Haves

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

Responsibilities

• 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.
• 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.
• 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.
• 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.
• 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.
• 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).

Benefits

• We offer programs and plans for a healthy mind, body, wallet and life because it’s important our benefits care for the whole person. Options include a variety of health coverage options, wellbeing and support programs, retirement, vacation and sick leave, maternity, paternity & adoption leave, continuing education and training as well as several voluntary benefit options.
• We offer you a competitive total rewards package, continuing education & training, and tremendous potential with a growing worldwide organization.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed