Sales Executive - WI, IL, MI

The Sales Executive drives new business for Gravie’s Level-Funded (Comfort) and ICHRA products through broker partnerships and direct employer relationships. This role focuses on executing a disciplined sales process, maintaining strong broker engagement, and achieving sales targets within a defined territory.

Meet or exceed new business sales goals for assigned territory and product lines

Develop and manage relationships with regional brokers and consultants to drive consistent quoting activity

Identify and pursue new opportunities with small and mid-sized employer groups

Deliver compelling product presentations and proposals tailored to client needs

Partner with internal teams to ensure smooth quoting, underwriting, and onboarding processes

Maintain detailed and accurate pipeline, activity, and forecast data within CRM systems

Stay current on market trends, competitor offerings, and regulatory changes affecting level-funded and ICHRA products

3–7+ years of sales experience in health insurance, benefits consulting, or stop-loss sales

Established relationships with regional brokers and consultants strongly preferred

Strong understanding of the health benefits landscape and employer market

Strong communication, relationship-building, and organizational skills

Self-starter with a drive to exceed goals in a high-growth environment

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.

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