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).
Requirements
Required
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.
Preferred
Understanding of leave regulations, disability management, FMLA/ADA, or HRIS/HCM ecosystem.
Familiarity with Salesforce, sales methodologies, pipeline management best practices.
Key Competencies
Strategic Selling: Ability to navigate complex buying committees, craft win strategies, and align internal stakeholders.
Influence & Communication: Clear, confident communicator with strong exec
Benefits
Flexible WorkingSo that you can be your best at work and home, we consider flexible working arrangements wherever possible. Alight has been a leader in the flexible workspace and "Top 100 Company for Remote Jobs" 6 years in a row.Great Place to WorkThanks to the work of every colleague, Alight has received multiple awards of recognition including "Great Place to Work" for the past 7 years and Fortune's "Best Companies to Work For." To learn more about our company culture and awards Click Here.If you, Champion People, seek to Grow with Purpose, and embody the meaning of Be Alight - We invite you to join our team! Learn more at careers.alight.com .Position SummaryHealth insuranceDental insuranceVision insuranceRemote work optionsFlexible scheduleParental leave
Additional Information
Come make a difference and consider this unique opportunity to step into a rewarding career.
Amazing Opportunity and Great Place to Work!
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." We are passionate about connecting purpose with impact. Alight empowers clients to build a healthier and more financially secure workforce by unifying the benefits ecosystem across health, wealth, wellbeing, navigation, and absence management.
Alight · IL Illinois Virtual