Enterprise Account Executive – Health Systems (New Logo)

Oxford Medical SimulationBoston, MA
7d$125,000 - $150,000Remote

About The Position

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.

Requirements

  • 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

Nice To Haves

  • Experience selling solutions tied to workforce readiness, clinical education, learning platforms, assessment, or operational performance
  • Experience expanding from an initial land to multi-site/system-wide rollout

Responsibilities

  • 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
  • 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

Benefits

  • 38 days paid time off
  • Uncapped commission
  • Medical, Vision and Dental Insurance
  • Knowing that you are making a real difference
  • High specification laptop and VR headset
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