Note: The job is a remote job and is open to candidates in USA. Alight empowers clients to build healthier and more financially secure workforces by unifying benefits across health, wealth, wellbeing, navigation, and absence management. The Sales Executive II leads and closes mid- to large-market leave-of-absence sales opportunities, managing RFPs, broker relationships, solution positioning, finalist meetings, and deal execution. The role also develops win strategies, coordinates cross-functional teams, and supports contract negotiations and deal closure.
Responsibilities
- 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)
Skills
- 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
- Ability to navigate complex buying committees, craft win strategies, and align internal stakeholders
- Clear, confident communicator with strong executive presence
- Ability to identify issues early and coordinate solutions across cross-functional teams
- Understanding of leave industry trends, competitor landscape, and Alight's capabilities
- Embodies “One Alight” through partnership with Product, Implementation, Operations, and other sales teams
- 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
- Understanding of leave regulations, disability management, FMLA/ADA, or HRIS/HCM ecosystem
- Familiarity with Salesforce, sales methodologies, pipeline management best practices
Benefits
- Health, dental and vision coverages starting Day One
- Wellbeing programs
- Retirement plans with contribution matching
- Generous time off
- Parental leave
- Continuing education
- Career growth opportunities
- Flexible working arrangements wherever possible
- Continuing education & training
- Bonus and/or incentive eligibility are determined by role and level
Company Overview