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Sales Director

MASA (Medical Access & Service Advantage) · masaaccess.com
ChicagoRemoteDirector4+ yrsContract
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Straight from the company’s own careers site.

The job in short

Sales directing.

InsuranceCompliance

Details

Found
33 d ago · posted 2026-08-27
Location
Chicago, IL, US

Full description

Description This is a remote, field-based position covering the state of Illinois. You must be based inside the territory. Do you want to earn $100,000+ working for a company with an incredible track record and sales culture? How about being part of a team that values independence AND teamwork? Do you have a passion for working with seniors, retirees, and frequent travelers? MASA is currently seeking a motivated and experienced person with a background in outside sales leadership. You will work from home/virtual office, traveling to various locations within the state. Your goal will be to enroll and retain current members. About Us MASA has been a leader in emergency medical transportation insurance since 1974. We're not just a company – we're a close-knit team dedicated to "Protecting families with compassion when others don't." Our professional yet friendly company culture fosters collaboration, innovation, and a clear mission that resonates through every role as we support our expanding base of 2+ million members across the United States and the Caribbean. Learn more at https://www.masamts.com What You Will Do Reporting to our Regional Vice President of Sales, you will develop and lead our sales team in your state. Your main responsibilities will include: • Recruit, develop, and train a new sales team of 1099 independent sales agents. • Lead the overall sales strategy, coaching, and development of the sales team. • Provide continuous feedback regarding individual and sales team progress. • Conduct sales seminars provided by the company as well as self-generate new leads and sales. • Coach on best practices for professional selling skills, effective supervision, and compliance. What We Need From You • College Degree preferred. • 4+ years’ experience and skills in leading and managing 1099 sales teams. • Previous and successful sales, leadership, and management experience. • Solid health insurance industry knowledge, preferably Medicare. • Strong sales management experience and analytical skills. • Proven presentation skills in group or seminar setting. • Exceptional interpersonal and communicative skills with both individuals and groups. • Driver's License (Required). • Insurance license NOT REQUIRED. What We Will Provide You • Competitive base salary, bonuses, and comprehensive employee benefits programs. • A professional and friendly company culture that supports a clear mission: "Protecting families with compassion when others don’t." • An opportunity to unleash your expertise and create a lasting impact on our journey of growth and success! #LI-RH1

Executive / Director jobs in Chicago, Illinois · Executive / Director jobs in the United States · All MASA (Medical Access & Service Advantage) jobs · Remote Executive / Director jobs in the United States

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