Sales Director

Posted 4 Days Ago
Be an Early Applicant
Chicago, IL, USA
In-Office
100K-100K Annually
Mid level
Insurance • Transportation • Financial Services
The Role
Lead sales operations across Illinois by recruiting, training, coaching, and developing 1099 independent sales agents. Own statewide sales strategy, provide performance feedback, conduct company seminars, generate leads, drive enrollments and member retention, and coach agents on selling skills, supervision, and compliance. The role is remote and field-based, requiring travel within the state and residence inside the territory.
Summary Generated by Built In

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 Required

  • 4+ years of experience leading and managing 1099 sales teams
  • Successful sales, leadership, and management experience
  • Health insurance industry knowledge, preferably Medicare
  • Strong sales management experience and analytical skills
  • Proven presentation skills in group or seminar settings
  • Exceptional interpersonal and communication skills with individuals and groups
  • Valid driver's license
  • College degree
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The Company
503 Employees
Year Founded: 1974

What We Do

Medical Air Services Association (MASA) is a global leader in pre-paid medical transportation coverage. Established in 1974, the company provides protection to members against the high costs of emergency ground and air ambulance transportation. Operating through divisions like MASA Global, it offers a comprehensive range of services, including emergency transport and incidental expense coverage, ensuring peace of mind during medical emergencies worldwide.

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