Lead the entire RFP process from intake to final submission
Serve as the primary point of contact for brokers
Drive opportunity qualification, gather prospect pain points and insights
Own relationships with specialty leave brokers throughout the sales cycle
Partner with Strategic Account Executives and Enterprise Sales on positioning
Develop win strategies and craft narratives to differentiate Leave Solutions
Lead preparation and delivery of finalist meetings
Coordinate inputs across product, operations, implementation, legal, and account teams
Work closely with teams to build cohesive strategies and provide prospect insights
Partner with Legal and Sales Operations on contract terms and deal timing

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 (preferred)
Familiarity with Salesforce, sales methodologies, pipeline management best practices (preferred)

Sales Executive II – Leave Solutions

Key skills