Enterprise Sales VP, Labor and Trust

What you’ll be part of

The company 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.

Who we want

This is a role for someone who wants to work on a hard problem, deliver real impact and be pushed to be the best version of themselves. As an Enterprise Sales VP, you'll be embedded in the Enterprise Sales team and report directly to the VP, Public and Labor.

The Enterprise Sales VP, Labor and Trust will expand our footprint with large labor the company & welfare funds through direct sales. This is an individual contributor seat with a defined national territory: a named book of private multiemployer Taft-Hartley funds at 10,000 to 100,000 participants. 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.

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 across a named national book of labor the company & welfare funds

• Sell to boards of trustees: build fund office relationships, navigate joint labor-management board dynamics, and win both the labor and management sides of the room

• Keep current with market knowledge and competitor products to effectively communicate the value proposition of a relationship with the company

• Support the development of new, strategic relationships with fund professionals (administrators, actuaries, counsel, and consultants) and carrier labor channels, including working the conference circuit (IFEBP), and influence the buying decision

What we're looking for

• Bachelor's degree and 7+ years of deep sales experience with a focus on the company benefits (medical, ancillary, vendor) via brokers, consultants, and insurers

• 5+ years selling into labor / Taft-Hartley funds strongly preferred, with fluency in how these funds actually work: joint boards, collective bargaining linkage, and fund professionals (administrator, actuary, counsel, investment consultant)

• Existing, reference-checkable relationships with trustees, fund administrators, and the labor consultant ecosystem (Segal above all), plus credibility in the room with union leadership

• 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 do work that matters: and to be held to a high standard while doing it. You're energized by a mission with measurable outcomes, not just good intentions. You engage with AI tools as part of how you do your best work, and hold yourself accountable to outcomes that matter beyond your team's metrics.

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 the company, 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.

Where you will work

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

Visa sponsorship:   Please note: we are unable to sponsor or take over sponsorship of an employment visa at this time.

Compensation

The target total comp (inclusive of base + bonus) range for this role is $425,000 - $475,000. Individual compensation will depend on qualifications, skills, and applicable laws.

In addition to base compensation, this role is eligible to participate in our equity incentive plan and benefits package, including: flexible PTO, Medical/Dental/Vision plan options, 401(k) with company match, flexible spending accounts, Teladoc the company, and more.

Few roles offer this combination: work that is genuinely hard, a mission that is genuinely important, and a team that is genuinely invested in your success. If that's what you're looking for, we'd love to meet you.

Fraud and Security Notice

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Equal Employment Opportunity

The company 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 the company 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.

The company 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 [link for members] .