Enterprise Account Executive (Health Systems)

Oxford Medical Simulation
Boston, MA

In a nutshell

Title: Enterprise Account Executive, Health Systems
Location: Remote U.S. (Eastern Time Zone Preferred)
Days/week: Full Time
Salary: Dependent on Experience (DoE)

The Who, What, Where, When & Why

Oxford Medical Simulation (OMS) is redefining education and training in healthcare and academia with AI-powered immersive simulation. Our platform enables health systems, nursing schools, and medical schools to train learners and clinicians in realistic virtual environments, strengthening decision-making, accelerating skill development, and ultimately improving patient care.

As OMS continues to grow rapidly across the U.S., we are deepening our role as a strategic partner to health systems, helping them transform workforce readiness and clinical education at scale. We are seeking a highly skilled, consultative, and results-driven Enterprise Account Executive to expand our presence within U.S. health systems. Reporting directly to the Chief Revenue Officer, this individual will own the full sales cycle from initial engagement through close, focused on driving new business through consultative, enterprise-level sales.

This is a senior individual contributor role that blends traditional enterprise selling with an advisory mindset. You will engage senior healthcare executives, uncover strategic workforce challenges, and collaborate with internal experts to shape high-impact partnerships. Working closely with OMS’s clinical and impact teams, you will lead early-stage engagements that demonstrate value, build executive trust, and lay the groundwork for long-term system-wide relationships.

If you thrive in complex, consultative sales environments and are motivated by helping major health systems solve their most pressing workforce challenges, this role offers the opportunity to make a measurable difference in healthcare.

Who you are

  • 10+ years of B2B sales experience, ideally in SaaS, technology, or healthcare solutions

  • Proven ability to secure seven-figure enterprise partnerships within complex health system environments, navigating multi-stakeholder decision processes to successful close

  • Proven track record of consistently exceeding new business targets in enterprise or complex selling environments

  • Experience selling into health systems at the C-suite or senior clinical leadership level (CNO, CMO, CLO, or HR executive)

  • Skilled in consultative and value-based selling with the ability to lead executive-level discussions about transformation, ROI, and measurable workforce outcomes

  • Strong business acumen and the ability to translate organizational challenges into clear solution roadmaps

  • Proficient in CRM utilization (we use HubSpot) with a data-driven approach to pipeline management and forecasting

  • Comfortable leading an end-to-end sales process from prospecting through structured discovery, solution framing, and contract negotiation

  • Experienced collaborating cross-functionally with Product, Marketing, Customer Success, and RevOps to deliver seamless enterprise engagements

  • Skilled communicator and storyteller who can synthesize clinical, operational, and financial value into a compelling narrative

  • Curious, collaborative, and motivated by both mission and measurable impact

What you’ll be doing

You will lead new business development across U.S. health systems, focusing on strategic, high-potential partnerships. This includes:

  • Identifying, qualifying, and engaging new enterprise opportunities within target health systems and integrated delivery networks (IDNs)

  • Initiating consultative discovery engagements that uncover workforce readiness and training challenges and align them to OMS’s solutions

  • Partnering with internal clinical and impact experts to co-design and deliver discovery workshops, develop executive-level proposals, and create ROI-based business cases

  • Supporting the design and execution of pilot projects (Phase 1 engagements) that prove value quickly and demonstrate measurable outcomes

  • Leveraging value and measurable outcomes from Phase 1 engagements to drive multi-year, system-wide transformations across strategic accounts

  • Managing the full sales process from first conversation to signed agreement, ensuring visibility and accuracy in pipeline reporting

  • Positioning OMS as a long-term partner through insight-led storytelling and clear articulation of value to senior stakeholders

  • Representing OMS at industry events, conferences, and in-person client meetings as a trusted commercial advisor

  • Partnering closely with the BDR function to align on target accounts, refine outreach strategy, and enhance prospecting effectiveness

  • Collaborating with Marketing to provide strategic input on account-based marketing initiatives, helping to shape messaging and priorities for key target accounts

  • Providing ongoing feedback to Product and Marketing on customer insights, product needs, and positioning to strengthen OMS’s market alignment

About Oxford Medical Simulation

OMS helps health systems, nursing schools, and medical schools deliver training and assessment better, cheaper, faster and at scale.

Our award-winning simulation platform is transforming the way healthcare and educational institutions train, assess, and recruit healthcare professionals. By combining cutting-edge 3D visualization with artificial intelligence and leading educational theory, OMS delivers all of the benefits of physical simulation while driving significant savings and improving patient care.

Founded in 2017 and commercially launching the award-winning OMS Platform in late 2018, OMS has experienced rapid growth with deployments spanning more than 100 Healthcare and Academic institutions around the world including Mayo Clinic, Advent Health, Johns Hopkins, the NHS, and the world’s #1 pediatric hospital.

Oxford Medical Simulation is committed to equal treatment and opportunity in all aspects of recruitment, selection, and employment without regard to gender, race, religion, national origin, ethnicity, disability, gender identity or expression, sexual orientation, veteran or military status, or any other category protected under the law. Oxford Medical Simulation is an equal opportunity employer committed to a community of inclusion and an environment free from discrimination, harassment, and retaliation.

Who we are

We are Skiers, Boarders, Runners, Rowers, Pilots, Magicians, Weavers, Photographers, Game heroes, Movie Buffs, and every other variety of people. We are hard working. We are passionate about what we do. We care about the work. We care about each other. We care about pushing the envelope and we care about using our working lives to make the world a better place.

We value these behaviours above all:

  1. Care and Pride: we take care and pride in everything we do

  2. Growth mindset: we push the boundaries so we are adaptive, inventive, and always learning

  3. One Team: we are in it together, mucking in and supporting each other with humour and humility

Sound like you?

Benefits

  • 38 days paid leave

  • Medical insurance and additional benefits

  • Knowing that you are making a real difference

  • High specification laptop and Oculus headset

  • Travel expenses covered

Posted 2025-12-08

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