Sales Executive – Leaves Solutions

Alight Solutions

. Lead and close mid- to large-market leave-of-absence sales opportunities .

Posted 10/23/2026full-timeDeerfield • Illinois • United StatesMid-LevelSenior💰 $175,000 - $185,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in managing complex leave-of-absence sales cycles, engaging with brokers, and crafting tailored leave solutions. Proficient in aligning stakeholder interests and driving strategic sales initiatives within the leave management domain.

Highest-signal resume keywords

Leave Management Sales ExperienceComplex Sales Cycle ManagementBroker Relationship ManagementPresentation SkillsUnderstanding of Leave Regulations

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Sales ExperienceRFP Lifecycle ManagementOpportunity QualificationValue EngineeringProposal Coordination

Soft Skills

Strong CommunicationConfidence in Leading MeetingsCollaboration

Tools & Technologies

SalesforceHRISHCM

Industry Keywords

Leave RegulationsDisability ManagementFMLAADAChannel Partnerships

About the role

Key responsibilities & impact

Lead and close mid- to large-market leave-of-absence sales opportunities
Own the end-to-end RFP lifecycle from intake to final submission
Engage specialty leave brokers and manage broker relationships throughout the sales cycle
Drive opportunity qualification and gather prospect pain points, objectives, industry insights, and competitive intelligence
Identify decision makers, buyers, and influencers and align them to the win strategy
Partner with Strategic Account Executives and Enterprise Sales on “One Alight” positioning
Develop win strategies, pricing inputs, value engineering, and solution alignment
Craft differentiated Leave Solutions narratives using AWL utilization, call volume insights, and broader platform value
Lead preparation and delivery of finalist meetings
Coordinate product, operations, implementation, legal, and account-team inputs for proposals
Ensure messaging reflects current product capabilities and roadmap truth-telling
Provide prospect insights and field feedback to influence go-to-market motions and product considerations
Partner with Legal and Sales Operations on contract terms, leaves-specific addenda, and indemnities
Communicate realistic deal timing and maintain achievable pipeline close dates, typically 3–4 months

Requirements

What you’ll need

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, and pipeline management best practices preferred
Must have work authorization in the United States that does not now or in the future require visa sponsorship
Successful completion of a background check and any position-required checks

Benefits

Comp & perks

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
Competitive total rewards package
Continuing education and training
Reasonable accommodations for persons with disabilities