Enterprise Account Executive – Health Systems (New Logo)

In a nutshell

Title: Enterprise Account Executive – Health Systems (New Logo)

Location: Remote, U.S. (Eastern Time Zone preferred)
Type: Full-time
Compensation: $125,000–$150,000 base | $250,000–$300,000 OTE (uncapped commission)
Reporting to: Chief Revenue Officer
Travel: Approximately 50% with overnight stays 

The Opportunity

Oxford Medical Simulation (OMS) is expanding rapidly across U.S. health systems. We’re hiring an Enterprise Account Executive to win new health system logos and scale a repeatable enterprise motion that lands and expands system-wide.

This is a quota-carrying, full-cycle enterprise SaaS sales role. We are specifically looking for someone who has sold SaaS into U.S. health systems/IDNs and knows how to navigate complex buying committees, enterprise procurement, and multi-stakeholder clinical and operational environments.

You won’t be starting from zero: you’ll take over an active, qualified enterprise pipeline already in motion, and you’ll be expected to accelerate it while continuing to build new pipeline.

What You’ll Own

You will be responsible for:

• New business quota

• Pipeline progression + creation: take ownership of an existing pipeline of qualified enterprise opportunities and maintain 4x coverage through outbound, events, and BDR support

• Enterprise SaaS sales execution: run deals from first meeting to signature across clinical, operational, IT/InfoSec, legal, and procurement stakeholders

• Forecast accuracy: maintain disciplined CRM hygiene and forecasting in HubSpot.

• Strategic account development: land initial wins and convert them into broader, system-wide agreements via a defined expansion path

What You’ll Be Doing

• Take over and progress a live pipeline of active enterprise opportunities—re-qualify, build mutual action plans, and drive deals to close

• Sell enterprise SaaS into health systems/IDNs: prospect, multi-thread, and develop opportunities within target accounts

• Lead structured discovery to quantify high-value use cases (e.g., [nursing onboarding], [clinical competency assessment], [GME/residency], [workforce development])

• Create and deliver executive-ready proposals and ROI-based business cases tied to measurable outcomes (cost, throughput, quality, retention)

• Orchestrate internal resources (clinical experts, solutions, leadership) to support evaluation and executive alignment—you own the commercial plan and the close

• Navigate enterprise procurement processes including contracting, security/compliance review, and implementation requirements 

• Run mutual action plans (MAPs), define decision criteria, and drive momentum to signature

• Represent OMS in the field at key meetings and industry events to accelerate strategic opportunities

• Partner with BDR and Marketing on account targeting and messaging for priority accounts

What Success Looks Like (First 6–12 Months)

• Convert priority opportunities from a warm enterprise pipeline into signed agreements

• Maintain pipeline coverage through a mix of progressing existing deals and creating new opportunities

• Forecast with consistency and accuracy using agreed sales stages and methodology

Who You Are

• Enterprise SaaS sales: 7–10+ years of quota-carrying enterprise SaaS sales experience (full-cycle, new logo)

• Health system selling: recent, hands-on experience selling into U.S. health systems / IDNs / hospitals (navigating complex buying committees and procurement)

• Enterprise deal execution: proven ability to close complex enterprise agreements, including six-figure+ ACV 

• Procurement + compliance navigation: comfortable with IT/InfoSec review, legal, procurement, and vendor onboarding processes

• Commercial rigor: strong forecasting discipline and CRM hygiene (HubSpot), with a data-driven approach to pipeline management