Founding Account Executive
About the role
Founding Account Executive role at Plena Health, an YC-backed startup building the AI operating layer for specialty medical practices. You will own the full sales cycle from prospecting to signed contract, targeting independent practices, MSOs, and PE-backed specialty groups, with autonomy to build pipeline and close six-figure ACV deals.
Responsibilities
- Build and manage your own pipeline through outbound prospecting, conferences, referrals, and industry relationships
- Run discovery to understand how a practice operates today and where Plena creates real operational and financial value
- Lead product demos tailored to each prospect’s workflows and priorities
- Close six-figure ACV deals, with upside as accounts expand into additional workflows and locations
- Navigate multi-stakeholder sales processes across operational, executive, clinical, and technical teams
- Travel regularly to prospect sites, customer sites, and industry conferences
- Partner with implementation, product, and engineering to scope opportunities accurately and ensure clean handoffs
- Maintain pipeline discipline, CRM hygiene, and forecast accuracy
- Expand initial deployments into additional workflows, departments, locations, and practices
- Bring market feedback back to the team to sharpen messaging, demos, and process
Qualifications
- 4–6+ years of quota-carrying sales experience, ideally in healthcare technology or vertical SaaS
- Direct experience selling into physician practices, specialty medical groups, MSOs, or similar healthcare organizations
- Familiarity with GI, orthopedics, urology, or cardiology practices and their specialty group landscapes is a strong plus
- Existing familiarity with practice administrators, operational leaders, CEOs, COOs, and physicians as buyers
- A strong track record of sourcing and closing your own opportunities, with a consistent history of hitting or exceeding quota
- A true hunter mentality, energized by prospecting and opening doors
- High urgency, follow-through, and strong CRM/forecast discipline
- Comfortable operating with a high degree of ownership in a fast-moving startup
- Willing and able to travel regularly
- Experience selling AI, automation, patient access, practice management, revenue cycle, scheduling, communications, or other operational technology into U.S. healthcare practices is a strong advantage
Skills
Benefits
- OTE: $225K–$325K
- 60/40 base/variable split
- Uncapped commission with additional upside for overperformance
- Meaningful equity in a fast-growing, venture-backed company
- Comprehensive health, dental, and vision coverage
- Paid time off
- Remote-first, based in the United States
About Plena Health
Plena is the AI operating system for specialty medical practices
Plena is the AI operating system for specialty medical practices. We automate the administrative workflows that keep clinics running — referrals, fax intake, scheduling, procedure compliance, and collections — end to end, across all the systems a practice already uses. Unlike point solutions that cover a slice of the problem, Plena becomes the operating layer across the entire practice, connecting the systems, teams, and workflows that keep it running. In 10 months we've grown 17x and crossed seven figures in committed ARR across six specialties and eight states, with 80% of growth through word of mouth.