Senior Director, Enterprise Sales — AI-Driven Growth (Remote)

Spring Health; New York (NY); Remote; USD 188,000 - 216,000; Full time

Benefits offered by this job

Health benefits

401(k) match

Wellbeing programs

Parental leave

Professional development reimbursement

Donation matching

Job summary

Spring Health is seeking a seasoned enterprise sales leader to drive seven-figure deals in a complex employer benefits market. You will lead a small team of Enterprise Account Executives, shape revenue strategy, and coach sellers to consistently close large contracts with brokers, consultants, and employer stakeholders.

This full-time remote role reports to the SVP of Sales and includes travel for in-person meetings and team events.

Qualifications

• A minimum of 10 years in sales with frontline leadership experience on enterprise deals.
• Proven ability to close seven-figure contracts with multiple stakeholders.
• Deep understanding of employer benefits buying cycles and broker influence.

Responsibilities

• Lead a small Enterprise Account Executive team to meet revenue targets.
• Translate revenue goals into account plans and pipeline strategies.
• Coach sellers on discovery, engagement, negotiation, and deal closing.
• Incorporate AI tools into research, prospecting and forecasting.

Skills

Enterprise sales leadership

Coaching

Strategic account planning

Stakeholder management

AI in sales

Education

10+ years in sales

Tools

CRM

Negotiation frameworks

Job description

Spring Health is seeking a seasoned enterprise sales leader to drive seven-figure deals in a complex employer benefits market. You will lead a small team of Enterprise Account Executives, shape revenue strategy, and coach sellers to consistently close large contracts with brokers, consultants, and employer stakeholders.

This full-time remote role reports to the SVP of Sales and includes travel for in-person meetings and team events.