Regional Sales Executive, Group Benefits

Medical Access & Service Advantage•Arlington, VA

2d•Onsite

About The Position

MASA is hiring a Regional Sales Executive to grow its Group Benefits business in the Washington, DC Metro Area. This is a full-time, field sales position focused primarily on the assigned market and surrounding areas, with possible opportunities to work through established broker relationships elsewhere subject to territory and account coordination. The role develops broker relationships and employer opportunities, helping employers understand and evaluate MASA’s emergency transportation coverage as part of their benefits strategy. The Regional Sales Executive builds demand, develops a pipeline, and leads consultative conversations with brokers and employers. The role assesses workforce and plan details, explains how MASA works alongside health plans, builds data-informed business cases, and presents tailored solutions. It manages opportunities through proposal, decision, enrollment planning, and handoff to Implementation and Account Management, while maintaining account plans, CRM records, and pipeline forecasts. Regular travel throughout the market is required. The position reports to the Regional Vice President, Group Benefits Sales - East. MASA describes itself as a close-knit team with a professional, friendly culture and a mission of protecting families with compassion. It has served in emergency medical transportation insurance since 1974 and supports more than 2 million members across the United States and the Caribbean.

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, including examples of opportunities personally sourced and advanced.
Established relationships with benefits brokers in the assigned market and the ability to develop relationships beyond an existing network.
Consultative selling skills, including uncovering problems, quantifying financial and human impact, and earning clear next steps with brokers and employers.
Comfort using data to build a value case for cost-conscious buyers.
Ability to learn nuanced topics quickly and explain them accurately.
Experience navigating benefits decisions involving HR, finance, leadership, enrollment partners, or other stakeholders.
Collaborative, team-oriented approach to selling.
Strong territory planning, follow-through, presentation, and CRM habits.
Curiosity about new sales tools and approaches, including AI.
Active Accident and Health insurance license.

Nice To Haves

Experience with voluntary or supplemental benefits, group life or disability, employer-paid benefits, self-funded employers, public sector groups, or healthcare organizations.

Responsibilities

Build and deepen productive relationships with benefits brokers and consultants, turning them into advocates who introduce the role to new employer prospects.
Develop a pipeline through broker outreach, employer prospecting, referrals, and local market activity; create demand as well as respond to opportunities.
Lead discovery conversations to understand employers’ workforces, health plan designs, funding approaches, renewal timing, and emergency transportation exposure.
Build and present clear, data-informed business cases and MASA solutions to HR and finance leaders.
Explain accurately how MASA works alongside health plans, including funding options and considerations for employer-paid and voluntary offerings.
Tailor proposals and presentations to each broker and employer.
Manage opportunities from initial conversation through proposal, decision, enrollment planning, and handoff to Implementation and Account Management, setting clear expectations throughout.
Develop broker and account plans, maintain accurate CRM information, and provide an informed pipeline and forecast.
Partner with Sales leadership, Marketing, Sales Operations, and Implementation, and share field learnings with peers.
Travel regularly to meet brokers, employers, and other partners throughout the market.