Sales Executive II – Leave Solutions - Remote jobs in United States
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Alight Solutions · 13 hours ago

Sales Executive II – Leave Solutions - Remote

Alight Solutions is a company that emphasizes the importance of people in achieving success. They are seeking a Sales Executive II to lead and close mid- to large-market leave-of-absence sales opportunities, managing the entire RFP lifecycle and engaging with brokers to drive sales strategies.

ConsultingEmployee BenefitsFinanceHuman ResourcesSoftware
badNo H1Bnote

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)

Qualification

Sales experienceLeave management expertisePresentation skillsSalesforce familiarityLeave regulationsProactive problem solvingInfluence & communicationMarket & product insightCollaboration

Required

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

Preferred

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

Benefits

A variety of health coverage options
Wellbeing and support programs
Retirement
Vacation and sick leave
Maternity, paternity & adoption leave
Continuing education and training
Several voluntary benefit options

Company

Alight Solutions

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Alight Solutions is a cloud-based human capital technology company that offers HR and financial solutions.

Funding

Current Stage
Public Company
Total Funding
$1.64B
Key Investors
Cannae Holdings,Fidelity National TitleCaterpillar Ventures
2023-08-22Post Ipo Secondary· $22.5M
2021-07-06Post Ipo Equity· $1.55B
2021-07-06IPO

Leadership Team

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Donna Dorsey
Chief Human Resources Officer
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Stephen Rush
Chief Commercial Officer
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Company data provided by crunchbase