Account Executive

This is a fully remote position, open to applicants in Florida.

📋 Description

• Manage the complete sales process for employers with fewer than 300 employees, starting from initial outreach to final agreement.

• Schedule initial meetings for Regional Vice Presidents with larger employers and broker offices.

• Identify and engage small employers and brokers through phone calls, emails, and LinkedIn to create a personal sales pipeline.

• Conduct discovery sessions with HR leaders, business owners, and brokers to formulate clear business cases.

• Present HealthJoy, prepare proposals, address objections, and finalize sales.

• Collaborate with brokers as partners and ensure they remain updated.

• Supervise AI agents that conduct account research, draft outreach communications, and maintain records in Salesforce.

• Take ownership of sales forecasts and customer discussions.

• Transition new clients to Customer Success with launch objectives and relevant context.

⛳️ Requirements

• Minimum of 2 years in a quota-bearing sales position (AE, SDR, or BDR) with a proven track record of meeting targets.

• Ability to engage in high-volume outbound prospecting, including making cold calls.

• Excellent discovery skills: capable of asking insightful questions and actively listening to responses.

• Comfortable with financial data; able to guide business owners through expenses and potential savings.

• Consistent pipeline management and CRM usage habits.

• Openness to directing AI agents as part of daily responsibilities.

• Reside in or be willing to relocate to the Tampa area.

• Background in selling HR, benefits, insurance, or health technology to small and mid-sized businesses.

• Experience collaborating with or through benefits brokers.

• Knowledge of self-funded health plans.

🏝️ Benefits

• Medical, dental, and vision insurance options.

• HSA contribution matching.

• Stock options available for eligible positions.

• 401k matching contributions.

• Paid parental leave provisions.

• Company-sponsored short-term and long-term disability coverage.

• Flexible paid time off (PTO).

• Additional financial incentives such as commission, annual bonus targets, overtime pay, or other variable compensation may apply to specific roles.