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Vice President, Sales (Level-Funded & ICHRA) for Northeast US

Gravie
Connecticut, CT Full Time
POSTED ON 4/18/2026
AVAILABLE BEFORE 7/7/2026
Hi, we’re Gravie. Our mission is to create health benefits that actually benefit small and midsize businesses and their employees. Our innovative benefit solutions and services are developed and delivered by a diverse group of unique people. We encourage you to be your authentic self - we like you that way.

Overview

The VP, Sales drives growth across Gravie’s Level-Funded (Comfort) and ICHRA offerings within an assigned region. This role focuses on cultivating and expanding relationships with benefits brokers, consultants, and employer groups to deliver strong new business performance and market share growth. The VP carries an individual quota and acts as a senior sales contributor responsible for representing Gravie’s differentiated approach to health benefits in the market. Must live in MA, CT, NH.

Key Responsibilities

  • Achieve or exceed annual new business sales goals for both Level-Funded and ICHRA products.
  • Develop and execute regional sales plans targeting brokers, consultants, and mid-market employers.
  • Build strong, consultative relationships with key broker partners to drive consistent quote and close activity.
  • Manage the full sales cycle from lead generation to close, including pipeline management, proposal development, and negotiation.
  • Maintain a deep understanding of Gravie’s products, market positioning, and competitors to clearly articulate value propositions.
  • Partner with internal teams (Underwriting, Marketing, Account Management) to ensure a smooth transition from sale to implementation.
  • Represent Gravie at industry events, conferences, and broker meetings to expand regional presence.
  • Maintain accurate pipeline forecasts and sales documentation within CRM systems.


Qualifications

  • 7–10 years of sales experience in health insurance or employee benefits, with a proven record of exceeding quota.
  • Strong pre-existing broker and consultant relationships within the assigned region.
  • Deep understanding of Level-Funded and/or ICHRA plan designs, stop-loss, and alternative funding models.
  • Excellent consultative selling, negotiation, and presentation skills.
  • Entrepreneurial mindset and ability to work autonomously in a fast-growing organization.


Gravie

In order to create a more equitable and sustainable future for employer-sponsored health insurance, we need talented people doing amazing work. In exchange, we offer a great overall employee experience with opportunities for career growth, meaningful mission-driven work, and an above average total rewards package.

The base salary range for this position is $125,000 - $150,000 annually plus high variable uncapped commission. Numerous factors including, but not limited to, education, skills, work experience, certifications, etc. will be considered when determining compensation.

Our unique benefits program is the gravy, i.e., the special sauce that sets our compensation package apart. In addition to standard health and wellness benefits, Gravie’s package includes alternative medicine coverage, generous PTO, up to 16 weeks paid parental leave, paid holidays, a 401k program, transportation perks, education reimbursement, and paid paw-ternity leave.

A Little More About Us

  • We know healthcare. Our company was founded and is still led by industry veterans who have started and grown several market-leading companies in the space.
  • We have raised money from top tier investors who share the same long-term vision as we do of building an industry defining company that will endure over the long run. We are well capitalized.
  • Our clients love us. Customer satisfaction rates among employees using Gravie health plans consistently rank above 80% – nearly 40 points above the industry average.
  • Our culture is unique. We tend to be non-hierarchical, merit-driven, opinionated but kind people who thrive working in a high-performance, fast-paced environment. People at Gravie care deeply about making a positive impact in the lives of the people we serve. We may not be the right place for everybody, but if you get energized by doing work every day that focuses on putting consumers at the front of the line, we could be a great place for you. It takes unique people and diverse perspectives to deliver our results. We encourage you to be your authentic self – we like you that way.


We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Salary : $125,000 - $150,000

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