Enterprise Account Executive

Location: Flexible within the U.S.; significant travel required
Work Model: Hybrid / Field-Based
Industry: Healthcare SaaS / AI
Compensation: Competitive base salary + commissions, OTE up to $300,000 (50/50 split)

About the Company

Our partner is a high-growth healthcare SaaS startup using AI to transform how care is delivered. Backed by strong investors and operating with a high-velocity, innovation-focused culture, the team has built a personable brand that customers remember and trust. The company serves home care organizations across the country and is now expanding its enterprise go-to-market motion.

The Opportunity

This is a full-cycle Enterprise Account Executive role responsible for driving large, complex deals from pipeline generation through close. You will take ownership of an existing enterprise pipeline while also building new opportunities within a fast-moving and collaborative environment.

As the organization scales, this role offers a clear path toward expanded scope—including the potential to lead an enterprise sales team nationally. You will work closely with a seasoned Head of Sales and an early, tightly aligned go-to-market team.

Responsibilities

• Own the full enterprise sales cycle: prospecting, qualification, solution presentation, multi-stakeholder management, negotiation, and closing
• Develop and execute strategies for selling into home care organizations and other enterprise-level accounts
• Manage and advance an inherited enterprise pipeline while sourcing new opportunities
• Navigate complex buying processes involving multiple decision makers
• Represent the company at industry events, conferences, and field-based meetings
• Collaborate with the Head of Sales and broader GTM team to refine playbooks, messaging, and sales operations
• Maintain accurate forecasting, CRM hygiene, and reporting
• Serve as a trusted advisor to prospects by deeply understanding their workflows, challenges, and goals

Requirements

• 3+ years of experience as an Account Executive with demonstrated closing success
• Proven ability to win complex, multi-stakeholder SaaS deals—ideally $500K+ ACV or equivalent complexity
• Experience selling in dynamic, resource-constrained, or earlier-stage environments (e.g., lesser-known companies, emerging products)
• Strong prospecting skills and comfort running a true full-cycle motion
• Excellent communication, discovery, and relationship-building skills
• Willingness to travel extensively for customer meetings, events, and in-person collaboration
• Healthcare or home care experience is beneficial but not required
• Comfort working in a fast-paced, high-innovation environment with evolving processes