Working Solutions

Benefits Enrollment Representative - Remote

Job Locations
Customer Service/Support

Why Working Solutions

Working Solutions is seeking a highly motivated benefits enrollment representative to assist eligible federal employees, associates, and retired military personnel with enrollment of insurance benefits. You can earn a $500 BONUS now through December and additional bonuses and incentives if you support more than one client or work additional hours! 


Allocate at least 45 minutes to complete the application process. More on the process 


Independent contractors will assist callers creating new benefits accounts, enrolling into plans, changing and canceling current plans, and/or answering questions about the benefits program. 



  • Flexible schedule opportunities 
  • Enrollment season runs from November 1 through December 13 
  • Available anytime between 9 am and 10 pm CT 
  • Weekdays only 



  • Earn up to $14 per productive hour 

Required Skills

  • Customer service experience 
  • Friendly tone and professional demeanor 
  • Self-motivated and resourceful 
  • Tech-savvy and avid computer user 

Important Information

Technology & Equipment Requirements:

  • Personal computer (no tablet) 
  • Broadband internet connection, recommended at least 10 MBPS 
  • Wired internet connection (no wi-fi) 
  • Windows 10 operating system 
  • Valid antivirus software installed, running and up to date 
  • USB headset with microphone 

*Full PC requirements 


Work Environment Requirements: 

  • Quiet, uninterrupted space 
  • Organized desk area 
  • Professional appearance (if on camera) 


We are currently unable to work with contractors residing in California, New York, Pennsylvania, or Washington. Contractors must also successfully pass a criminal background check. 


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