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  • - Caring Communities
  • Libertyville, IL, USA
  • Full Time

Caring Communities

New Business Sales Representative - Insurance Industry

Libertyville, IL 60048

Caring Communities seeks a highly self-motivated and aggressive New Business Sales Representative to join our growing entrepreneurial team.  Are you a true hunter, excel at prospecting and leading face-to-face meetings necessary for closing deals?  Then this position might be right for you.

The ideal candidate is highly organized, has strong prospecting skills and a history of successfully selling to C level executives.  Caring Communities has a long history of serving our customers with excellence, and we are looking for someone to match our dedication.  Our driven culture allows you the freedom you need to flourish as you will, manage your own schedule, as well as have the enjoyment of cultivating your own leads.  The ideal candidate is energetic, a sophisticated communicator, and can thrive individually as well as in a team. 

We offer:

  • Base plus commission, with first year on target earning potential of $130,000
  • Excellent Health insurance
  • 401k
  • Generous Paid Time Off
  • Company laptop, cellphone and travel reimbursed
  • Energetic, entrepreneurial atmosphere where we encourage our employees to grow and continuously learn

Caring Communities is the leading member-owned liability insurance company in the United States providing innovative insurance products and risk management services for not-for-profit providers of senior housing. We have pioneered and continue to design risk management practices that increase resident safety by preventing incidents that could lead to injury. We value each of our employees as a team player and manage through a leadership/mentor atmosphere.


  • Proactively prospect leads through telephone, e-mail, social networks and tradeshow/conferences
  • Prepare, schedule and present proposals to perspective clients
  • Coordinate prospects and stakeholders to close the deal
  • Manage calendar to set appointments and exceed goals for generating new clients
  • Orchestrate external prospect resources with our internal team to provide a superior product
  • Utilize CRM technology


  • 5+ years' experience selling commercial insurance or 5+ years' experience selling products/services to senior living organizations
  • Bachelor's Degree
  • Excellent prospecting and problem-solving skills and the ability to formulate a solution for prospects 
  • Proven Sales Skills (i.e. prospecting, identifying prospects needs, presenting, handling objections and closing)
  • Can do, positive attitude

This position has been closed and is no longer available.
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