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[Remote] Sales Executive - Leave Solutions

Remote Full-time Live

Note: The job is a remote job and is open to candidates in USA. Alight Solutions is committed to empowering clients to build a healthier and more financially secure workforce. The Sales Executive - Leave Solutions is responsible for leading and closing mid- to large-market leave-of-absence sales opportunities, managing the RFP process, and serving as a subject-matter expert in Leave & Disability Management.

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
  • 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

Company Overview

  • Alight Solutions is a cloud-based human capital technology company that offers HR and financial solutions. It was founded in 2017, and is headquartered in Chicago, Illinois, USA, with a workforce of 10001+ employees. Its website is https://www.alight.com.
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