Drive new business by selling into regional health systems and specialty care organizations, owning the full sales cycle for mid-market deals ranging from $100K to $500K.
About Kouper
Kouper is redefining how care transitions happen. Backed by General Catalyst, CVS Health Ventures, 25madison, and leading health system partners, we’re on a mission to bridge the care transition gap and fundamentally improve the patient experience — helping people live longer, healthier lives.
Position Overview:
As a Mid-Market Account Executive, you will drive new business by selling into regional health systems, large physician groups, and specialty care organizations. You will own the full sales cycle with a focus on deals in the $100K-$500K range, moving quickly to demonstrate value and expanding our footprint in the mid-market segment. This is an ideal role for a high-velocity seller ready to take the next step in their career.
Key Responsibilities
Own the full sales cycle from prospecting to close for mid-market accounts ($100K - $500K ACV)
Build relationships with VP-level and director-level stakeholders in operations, clinical leadership, and IT
Deliver persuasive product demos that connect Kouper's capabilities to prospect pain points around care transitions, patient engagement, and operational efficiency
Manage a high-volume pipeline with multiple deals in parallel, maintaining accurate forecasting in CRM
Collaborate with Marketing to follow up on inbound leads and contribute to demand generation campaigns
Provide market feedback to Product team to help shape roadmap priorities
Qualification
3+ years of full-cycle B2B sales experience with a track record of closing deals in the $100K+ range
Experience selling SaaS, healthcare technology, or technical solutions to healthcare organizations
Strong communication skills with the ability to simplify complex technical concepts for non-technical buyers
Proven ability to manage 3-6 month sales cycles with multiple stakeholders
Highly organized with excellent time management and ability to prioritize competing opportunities
Self-motivated with a bias toward action and comfort with ambiguity in a fast-paced startup environment
Preferred Qualifications:
Experience selling to regional health systems, physician groups, or specialty practices
Understanding of healthcare workflows, EHR systems, or value-based care models
Experience with AI-driven or automation-based solutions
Interest in growing into enterprise sales or sales leadership as the team scales
What We Offer
Competitive base salary + performance-based commission plan + equity
Flexible hybrid work environment in NYC
Comprehensive health, dental, and retirement benefits
The chance to make a significant impact in a mission-driven startup focused on transforming patient care
Expected Start Date: Feb 2026
