Remote Strategic Sales Lead — Leave Solutions

Alight Solutions Ltd; Deerfield (IL); On-site; USD 175,000 - 185,000; Full time

Job summary

Alight is seeking a Sales Executive within Leave Solutions to lead and close mid to large-market leave of absence sales opportunities. This role owns the end-to-end RFP lifecycle, broker engagement, and deal execution, serving as a subject-matter expert in Leave & Disability Management and advancing Alight's One Alight go-to-market strategy.

The role requires 3–5+ years in leave sales, strong presentation skills, and experience working with brokers.

Qualifications

• 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.

Responsibilities

• Lead the entire RFP process from intake to final submission.
• Own relationships with specialty leave brokers throughout the sales cycle.
• Develop win strategies, including pricing inputs, value engineering, and solution alignment.
• Coordinate inputs across product, operations, implementation, legal, and account teams to ensure seamless delivery of proposals.
• Lead preparation and delivery of finalist meetings with SMEs and leaders.

Skills

Sales experience

Presentation skills

Broker relationships

Channel partnerships

Leave management

Negotiation

Tools

Salesforce

Job description

Alight is seeking a Sales Executive within Leave Solutions to lead and close mid to large-market leave of absence sales opportunities. This role owns the end-to-end RFP lifecycle, broker engagement, and deal execution, serving as a subject-matter expert in Leave & Disability Management and advancing Alight's One Alight go-to-market strategy.

The role requires 3–5+ years in leave sales, strong presentation skills, and experience working with brokers.