Demo

Sales Director, Chicago, IL

Agile People and Payroll LLC
Chicago, IL Full Time
POSTED ON 9/2/2026
AVAILABLE BEFORE 10/1/2026

Description


ABOUT AGILITY INSURANCE SERVICES


Agility Insurance Services is a national Field Marketing Organization (FMO) dedicated to helping independent agents and agencies grow their businesses through industry-leading training, carrier partnerships, contracting support, marketing resources, and sales enablement. With a diverse portfolio that includes Medicare, ACA, Life, Supplemental, and Group products, Agility empowers insurance professionals to better serve their clients while expanding their opportunities for success. Our mission is to support agent growth through education, innovation, and personalized partnership, creating lasting value for both agents and the communities they serve.



POSITION SUMMARY


The Sales Director is a visionary leader responsible for driving membership and business growth through agent and agency recruitment, career partnerships, market development, and community engagement. This role drives business development through relationship-building, industry events, community engagement, and innovative growth strategies. The role equips agents with training, tools, technology, and support needed to grow their business across Medicare, ACA, Life, Supplemental, and Group insurance products. You'll help create an environment where collaboration fuels measurable results. If you're energized by connecting people, inspiring growth, and shaping the future of the insurance industry, this role would be ideal for YOU!





Requirements


ROLE RESPONSIBILITIES:


  • Build a year-round sales and recruitment strategy while servicing all agents & agencies to ensure all sales objectives are met /exceeded.
  • Accountable to oversee our community presence and grassroots lead generation efforts.
  • Establish relationships with key partners within each market, educate agents /agencies on Agility Insurance Services' compelling value proposition, growth initiatives and member retention.
  • Responsible for training on products, services, compliance, and building community relationships.
  • Responsible for budgeting and market spending. 
  • Effectively communicate both internally and externally
  • Translate complex data into clear and actionable recommendations to drive business.
  • Work hand in hand with our Producer Support Team to ensure utmost agent satisfaction. 
  • Ensure CMS, State, and Federal regulatory guidelines are communicated to direct reports and other team members as needed to maintain compliance.
  • Recruiting agents and agencies 
  • Drive RTS (Ready to Sell) growth and agent engagement.
  • Establish and retain relationships throughout the market and business.
  • Perform other duties as assigned.



REQUIRED QUALIFICATIONS


  • Three (3) years of experience in the healthcare or Medicare industry, with a proven track record of managing insurance agents, agency relationships, and driving business growth. Previous broker or agency experience is preferred. 
  • College degree preferred.
  • Active Health Insurance License is required
  • Bilingual in English/Spanish preferred.  
  • Demonstrated ability to quickly establish, develop, and maintain strong relationships with agent partners. 
  • Strong presentation, interpersonal, and communication skills. 
  • Excellent written and verbal communication skills. 
  • Knowledge of and ability to effectively present ACA, Medicare, Life, and Ancillary insurance products. 
  • Willingness to travel up to 75% within the assigned market, including overnight travel as needed. 
  • Proficient in Microsoft Office Suite, particularly Excel, Word, Outlook, and PowerPoint. 
  • Must have reliable transportation. 
  • Self-motivated with excellent time management and organizational skills. 
  • Innovative, results-driven, and focused on achieving growth objectives.
  • Must live in the market area


 

What We Offer:



Compensation: 


  •  Base Salary: $85,000.00 annually
  •  Additional Compensation: Quarterly performance-based incentive


  • Benefits:


  • 401(k) retirement 
  • Medical insurance 
  • Dental insurance 
  • Vision insurance 
  • Life insurance  
  • Paid time off (PTO)


  • Travel Requirements:


  • Up to 75%
  • Work Schedule
  • Monday through Friday
  • Remote
  • Weekend availability as business needs require



If you're a motivated, bilingual professional with a passion for helping others, we want to meet you! Don't miss this exciting opportunity! Apply today and take the next step in YOUR career.



 

Check us out! www.enrollinsurance.com



Agility Insurance Services LLC provides equal employment opportunities to all applicants, without regard to unlawful considerations of or discrimination against race, religion, creed, color, nationality, sex, sexual orientation, gender identity, age, ancestry, physical or mental disability, medical condition or characteristics, marital status, or any other classification prohibited by applicable local, state, or federal laws. Agility Insurance Services LLC may obtain a 'consumer report' about you from a consumer reporting agency for employment purposes. A 'consumer report' is a background screening report that may contain information regarding your criminal history, driving history, and information about you.


Salary : $85,000

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