Alight Solutions · 6 hours ago
Sales Executive II - Leave Solutions
United States
Full-time
Remote
Mid, Senior Level
$135K/yr - $165K/yr
3+ years expAlight Solutions is dedicated to empowering its workforce and helping clients achieve a benefits advantage. The Sales Executive II within Leave Solutions is responsible for leading and closing mid- to large-market leave-of-absence sales opportunities, managing the end-to-end RFP lifecycle, and serving as a subject-matter expert in Leave & Disability Management.
ConsultingEmployee BenefitsFinanceHuman ResourcesSoftware
No H1B
Hiring Manager
Perry Wells
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 competitor 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
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
Alight Solutions is a cloud-based human capital technology company that offers HR and financial solutions.
10001+ employees
Funding
Current Stage
Public CompanyTotal Funding
$1.64BKey Investors
Caterpillar Ventures
2023-08-22Post Ipo Secondary· $22.5M
2021-07-06Post Ipo Equity· $1.55B
2021-07-06IPO
Leadership Team
Donna Dorsey
Chief Human Resources Officer
Stephen Rush
Chief Commercial Officer
Recent News
Business Wire
2025-12-18
2025-12-16
Company data provided by crunchbase