Hiring.Camp

Sales Director

Medical Air Services Association

·

Aug 28, 2026

Location
Chicago, IL
Department
Sales
Seniority
Director
Source
Paylocity

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

Skills

Compliance

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