About this role
Location: New York, NY (NYC preferred) Work Model: Remote (optional NYC office access); field-based travel expected (~40%) Industry: Healthcare SaaS / AI Compensation: $160,000–$300,000 OTE (50/50 split). Equity/benefits details available during process.
About the CompanyOur partner is a Series A–stage healthcare SaaS company building an AI-native platform that helps home care agencies deliver care more efficiently. The team operates with a high-velocity, innovation-driven culture and a personable brand that stands out in a legacy-heavy industry. With strong momentum and a lean, high-ownership environment, they are scaling their enterprise motion across the U.S.
The OpportunityThis Deployment Strategist (Enterprise) role is a full-cycle, field-forward position responsible for taking enterprise opportunities from initial outreach through close. You’ll inherit an active pipeline and also build net-new pipeline, helping scale a repeatable enterprise motion. Enterprise deals are defined as $500K+ and typically involve complex, multi-stakeholder buying processes.
You’ll partner closely with the Head of Sales and a small GTM team (currently three people) in a high-agency environment where execution, responsiveness, and strong deal ownership matter. As enterprise expands nationally, this role offers meaningful runway to grow scope and help lead enterprise efforts over time.
ResponsibilitiesOwn the full enterprise cycle: prospecting, discovery, multi-threading, negotiation, and closeTake over and advance an existing enterprise pipeline while sourcing and developing new opportunitiesLead complex buying processes with multiple decision-makers and stakeholdersExecute field-based selling, including customer meetings, on-site visits, and industry events (~40% travel)Collaborate with internal teams to refine enterprise playbooks, messaging, and deployment approachMaintain accurate CRM hygiene, pipeline forecasting, and consistent deal progression reportingRepresent the company at conferences and in-market events, building trusted relationships with senior stakeholdersBring structured customer feedback into the organization to strengthen GTM execution and enablement
Requirements3+ years of closing experience in a quota-carrying role (SaaS required)Proven success closing complex, multi-stakeholder deals (enterprise-level; $500K+ strongly preferred or equivalent complexity)Strong outbound/prospecting skills and comfort running a true full-cycle motionClear ability to articulate closed-won deal stories, qualification rigor, and how you drive deals to completionComfort operating in a fast-moving, high-ownership environment with evolving processesWillingness to travel frequently (~40%) for in-person selling, deployments, and conferencesExperience selling into healthcare or home care is a plus, but not required