Regional Sales Executive, Group

About This Role

This full-time field sales position focuses on growing the company's Group Benefits business in Greater Boston, MA. The role is for someone who enjoys building broker relationships, expanding their market, and helping employers understand the benefit of emergency ground and air transportation coverage, which can protect employees from significant out-of-pocket costs.

Responsibilities

• Build and deepen productive relationships with benefits brokers and consultants across the market, turning them into advocates who bring you into new employer conversations
• Develop your own pipeline through broker outreach, employer prospecting, referrals, and local market activity
• Create demand as well as respond to opportunities
• Lead discovery with brokers and employers to understand their workforce, health plan design, funding approach, renewal timing, and emergency transportation exposure
• Build a clear, data-informed business case for MASA and successfully present solutions to HR and finance leaders
• Explain clearly and accurately how MASA works alongside the health plan, including the funding options and considerations for employer-paid and voluntary offerings
• Tailor proposals and presentations to each broker and employer
• Manage opportunities from first conversation through proposal, decision, enrollment planning, and handoff to Implementation and Account Management, setting clear expectations along the way
• Develop broker and account plans, keep CRM current and accurate, and provide an informed view of your pipeline and forecast
• Partner with Sales leadership, Marketing, Sales Operations, and Implementation, and share what you learn in the field with your peers
• Travel regularly to meet brokers, employers, and other partners throughout the market

Requirements

• At least five years of successful employee benefits sales experience, including substantial experience selling through brokers or consultants
• A record of building new business, with examples of opportunities you sourced and advanced yourself
• Established relationships with benefits brokers in the assigned market and the ability to develop relationships beyond your existing network
• Consultative selling skills: uncover a problem, quantify its financial and human impact, and earn a clear next step with brokers and employers
• Comfort using data to build a value case for cost-conscious buyers
• The ability to learn nuanced topics quickly and explain them accurately
• Experience navigating benefits decisions involving HR, finance, leadership, enrollment

About the Company

MASA has been a leader in emergency medical transportation insurance since 1974, supporting an expanding base of over 2 million members across the United States and the Caribbean. The company fosters collaboration, innovation, and a clear mission to protect families with compassion.