VP, Sales - Florida

Gravie; Florida; On-site; USD 120,000 - 190,000; Full time

Benefits offered by this job

Alternative medicine coverage

Flexible PTO

Up to 16 weeks paid parental leave

Paid holidays

401k program

Transportation perks

Education reimbursement

2 days of paid paw-ternity leave

Job summary

Gravie, based in Florida, is redefining health benefits for small and midsize businesses. We’re seeking a Senior Enterprise Sales Leader to own regional growth, manage the full sales cycle, and deepen broker partnerships to drive quotes and closes.

You will collaborate with Underwriting, Marketing, and Account Management to ensure a smooth handoff from sale to implementation, maintain CRM forecasts, and represent Gravie at broker events.

Qualifications

• 7–10+ years of sales experience in health insurance or employee benefits.
• Strong broker and consultant relationships within the assigned region.
• Active resident insurance producer license in Accident & Health (or Health).
• Proven consultative selling, negotiation, and presentation skills.
• Entrepreneurial mindset and ability to work autonomously in a fast-growing organization.

Responsibilities

• Achieve or exceed annual new business sales goals for 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 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 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.

Skills

Sales leadership

Broker relationships

Health insurance knowledge

Quota attainment

CRM proficiency

Autonomy

Tools

CRM systems

Job description

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.

You will:

• 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

You bring:

• 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

• Strong understanding of the health benefits landscape and employer market

• Excellent consultative selling, negotiation, and presentation skills

• Entrepreneurial mindset and ability to work autonomously in a fast-growing organization

• Must hold an active resident insurance producer license in good standing with Accident & Health (or Health) authority. Life insurance authority is not required. Must be able to obtain non-resident licenses in additional states, as business needs require, and to begin applications promptly upon hire

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.

Benefits

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, flexible PTO, up to 16 weeks paid parental leave, paid holidays, a 401k program, transportation perks, education reimbursement, and 2 days of paid paw-ternity leave.

Job Applicants

If you apply for employment with Gravie, personal information collected via our applicant tracking vendor is subject to our standalone California Job Applicant Notice at Collection, accessible directly within the application workflow and separate from this Policy.