Enterprise AI-Driven Account Executive — Remote

Spring Care, Inc.; New York (NY); Remote; USD 180,000 - 250,000; Full time

Benefits offered by this job

Health benefits

401(k) match

Paid time off

Parental leave

Professional development

Job summary

Spring Health is seeking an ambitious Enterprise Sales Executive to own a territory and close multi-million dollar deals with HR, benefits, and people leaders at large enterprises. You’ll build pipelines, run the full sales cycle, and craft ROI-driven business cases backed by AI-enabled insights.

This fully remote role requires mastery of complex negotiations, proactive prospecting, and partnering with brokers and consultants.

Qualifications

• 8+ years of quota-carrying enterprise sales experience.
• Ability to build and defend a business case for CFOs.
• Proven track record of closing multi-million dollar deals.

Responsibilities

• Run the full sales cycle into HR, Benefits, and People leaders at large enterprises.
• Self-generate pipeline through brokers, consultants, referrals, and dormant accounts.
• Engage target accounts before an RFP and manage multi-thread relationships.
• Prioritize accounts in your territory aligned to GTM strategy.
• Build ROI-backed business cases for VP and C-level buyers.

Skills

Enterprise sales

Pipeline generation

Account strategy

Negotiation

AI in sales

Tools

Salesforce

Job description

Spring Health is seeking an ambitious Enterprise Sales Executive to own a territory and close multi-million dollar deals with HR, benefits, and people leaders at large enterprises. You’ll build pipelines, run the full sales cycle, and craft ROI-driven business cases backed by AI-enabled insights.

This fully remote role requires mastery of complex negotiations, proactive prospecting, and partnering with brokers and consultants.