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Enterprise Sales VP

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Remote from
USA
Salary
USD 425k–475k / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
8 Nov 2026
Listing views
25
Application actions
2
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AI Summary

The role, at a glance.

Garner Health is hiring an Enterprise Sales VP to grow direct sales with large employer clients and expand relationships across brokers, consultants, insurers, and providers. The role owns complex enterprise sales cycles, including quota execution, prospecting, pipeline management, strategic relationship development, and competitive positioning. Candidates need deep health-benefits sales expertise, established channel relationships, and a record of selling to large enterprises. This is a senior, high-accountability role in a fast-growing healthcare technology company with an urgent, performance-oriented culture.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis role requires winning complex, high-value enterprise healthcare sales cycles while navigating multiple stakeholders and established intermediary channels. Success depends on senior commercial judgment, a strong existing network, disciplined pipeline execution, and the ability to translate healthcare data into a compelling business case.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job medianHighly competitive
$450,000
US market range$300k–$500k
AI insightThe disclosed total annual compensation range, inclusive of base salary and commission, is USD 425,000–475,000, with a midpoint of USD 450,000. This is competitive for a US-based VP-level enterprise sales leader in healthcare benefits or health technology; a typical total-compensation market range is estimated at USD 300,000–500,000 annually, depending on territory, quota, variable-pay mix, and relevant broker and consultant relationships.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How have you built and closed enterprise opportunities through brokers, consultants, and insurance partners?

I map the full influence network early, establish mutual value with channel partners, and provide them with concise tools that make the solution easy to position. I maintain a joint account plan, define next steps and ownership, and ensure the employer’s business case remains central rather than treating the intermediary solely as a referral source.

Describe a complex enterprise sales cycle you owned from prospecting through close.

I would outline the account strategy, stakeholder map, discovery process, value hypothesis, procurement path, and executive sponsorship plan. Strong execution includes maintaining deal hygiene, addressing objections with evidence, quantifying outcomes, and creating a mutual action plan that makes the path to signature explicit.

How would you communicate Garner’s data-driven healthcare value proposition to a CFO or CHRO?

I would focus on the financial and employee outcomes: directing members to higher-performing care can improve quality while reducing avoidable costs. I would use the prospect’s population, benefits strategy, and current pain points to quantify the opportunity, then explain the clinical methodology at an appropriate level of detail.

What metrics do you use to manage an enterprise sales pipeline?

I track qualified pipeline coverage, stage conversion, sales-cycle duration, forecast accuracy, win rate, partner-sourced pipeline, executive engagement, and next-step completion. I also inspect deal quality through defined exit criteria, because a large pipeline is not useful unless opportunities have a credible business problem, sponsor, process, and timeline.

How do you operate effectively in a high-urgency, high-accountability environment?

I set clear priorities, make commitments visible, and use regular operating cadences to surface risks early. I welcome direct feedback, adjust quickly when evidence changes, and balance urgency with disciplined qualification so that effort stays focused on the highest-probability, highest-impact opportunities.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

What you’ll be part of

Garner is on a mission to transform the U.S. healthcare system — and we’re the only proven player doing exactly that. We partner with employers to redesign how healthcare works: applying 550+ proprietary clinical metrics across 80+ specialties to a dataset of 320M+ patients to identify the best-performing doctors, then using compelling incentives to steer members to the care that helps them get healthier, faster.

The result is a rare “win win” — better care and lower costs for both members and employers. In just five years, our work has helped over 2.5 million people access higher-quality care and saved $1B in healthcare costs. We recently raised our Series E and have doubled five years running. If you’ve ever wanted your work to solve a problem that touches every person in this country, this is the opportunity to do exactly that. You’d be joining a team fundamentally reimagining healthcare in the U.S. — and using AI to scale that impact further and faster than anyone else can.

About the role:

We are seeking an exceptional Enterprise Sales VP to join our Revenue team. The Enterprise Sales VP will expand our footprint with large enterprise clients through direct sales . We are expanding our team in order to continue to hit our ambitious Enterprise Sales goals.

We are searching for a candidate who possesses the exceptional ability to establish and cultivate high-level relationships, as this will be instrumental in our pursuit of growth and innovation.

Where you will work:

Garner is headquartered in NYC, but this position is available for individuals who are comfortable with remote work and occasional travel to HQ.

What you will do:

  • Own the direct sales cycles and deploy sales objectives through the preparation and measuring of sales quotas, prospecting and pipeline management
  • Build out Garner’s large enterprise channel by way of direct sales to employer, brokers, consultants, insurers, and providers
  • Keep current with market knowledge and competitor products to effectively communicate the value proposition of a relationship with Garner
  • Support the development of new, strategic, broker relationships and influence the buying decision

The ideal candidate has:

  • Bachelor’s degree and 7+ years of deep sales experience with a focus on health benefits (medical, ancillary, vendor) via brokers, consultants, and insurers
  • Existing relationships within the broker, consultant and insurance communities
  • Minimum of 3+ years experience selling large Enterprise clients
  • A data literacy with the ability to turn complex, disparate datasets into insights that drive actions
  • Proven experience with developing processes (sales playbooks, KPIs, collateral creation, etc), and executing on sales strategies to promote long term success
  • A desire to be a part of a high-performing, mission-driven team that operates with intense urgency, a strong sense of individual accountability, and a commitment to authentic feedback

Preferred Qualifications:

  • 2+ years of work experience at a venture backed, early stage company
  • Comfort working with remote teams

This is a unique opportunity to join a fast-growing company in a transformative role, helping shape the future of healthcare.

What you’ll get here:

You’ll work on problems that matter, at a company working to change healthcare at scale. You’ll work at the intersection of AI and systemic healthcare reform, where the problems we solve are as interesting and compelling as the mission.

At Garner, you’ll take on real, ambitious problems with real ownership and autonomy, alongside exceptional, principles-based people who genuinely want you to win. It’s demanding by design. You’ll be challenged to stretch beyond what you thought possible and receive consistent coaching to help you grow and do the best work of your career. This isn’t the right fit for everyone, and that’s intentional. The people here are driven by what’s at stake for real people, and that’s what gives our intensity its purpose.

Compensation Transparency:

The total salary range (inclusive of base and commission) is $425,000 to $475,000. Individual compensation for this role will depend on various factors, including qualifications, skills, and applicable laws. In addition to base compensation, this role is eligible to participate in our equity incentive and competitive benefits plans, including but not limited to: flexible PTO, Medical/Dental/Vision plan options, 401(k), Teladoc Health and more.

Fraud and Security Notice:

Please be aware of recent job scam attempts. Our recruiters use getgarner.com and garnerhealth.com email domains exclusively. If you have been contacted by someone claiming to be a Garner recruiter or a hiring manager from a different domain about a potential job, please report it to law enforcement here and to candidateprotection@garnerhealth.com.

Equal Employment Opportunity:

Garner Health is proud to be an Equal Employment Opportunity employer and values diversity in the workplace. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, reproductive health decisions, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, political views or activity, or other applicable legally protected characteristics.

Garner Health is committed to providing accommodations for qualified individuals with disabilities in our recruiting process. If you need assistance or an accommodation due to a disability, you may contact us at talent@garnerhealth.com.

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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