Working Solutions

Customer Care, Benefits Enrollment Representative **Fall Bonus Available**

Job Locations
US-Remote - Work from Home - US
Customer Service/Support

Why Working Solutions

Looking for a flexible gig you can do from home? Join our team of Customer Care PROs! We’re looking for friendly and attentive independent contractors to assist federal employees and retirees, compensationers, and retired military personnel with plan enrollment, creating new accounts, general plan questions, and site navigation.

Why join our WooHoo! Crew? There are many perks to contracting with Working Solutions!


🏑 Work from home

πŸš— No hassles of commuting

πŸ“† Schedule your own hours

πŸ™Œ Work when it's convenient for you

🏭 Gain experience in different industries

πŸ’΅ High pay rates



We are currently unable to work with contractors residing in California, New York, Pennsylvania, or Washington.

Contractors on this program must successfully pass a 7-year criminal background check and must live in work from the United States.



  • Flexible schedule opportunities – you schedule your hours!
  • Hours of operation are 8am-6pm CT Monday-Friday and will increase during open enrollment to 7am-8pm CT
  • Contractors must work at least 20 hours/week during open enrollment season, November 14th to December 12th



  • Earn up to $16.50 per productive hour (paid by the minute worked with 54 minutes/hour guaranteed)
  • Contractors can earn an equivalent of $20+/hour during peak times
  • • This opportunity is eligible for our "Fall into Winter" bonus - check out details here


Required Skills

Required Skills

  • Customer service experience and demonstrated ability to deliver high-quality customer service over the phone
  • Friendly tone and professional demeanor
  • Empathetic with the ability to build rapport with customers while assisting them with their needs
  • Self-motivated and resourceful
  • Tech-savvy and avid computer user

Technology & Equipment Requirements

  • Personal computer (no tablet)
  • Broadband internet connection, recommended at least 10 MBPS
  • Wired internet connection (no wi-fi used for work)
  • Windows 10 or Windows 11 operating system
  • Valid antivirus software installed, running and up to date
  • Wired USB headset with microphone
  • Smart phone, Android table or iPad to install authentication app related to program work


*Full PC requirements


Work Environment Requirements

  • Quiet, uninterrupted space
  • Organized desk area


Important Information

Our Application Process


Ready to join? Click “Apply Now” and complete your profile. You will then be prompted to complete an online assessment. This assessment takes about 30 minutes to complete. If you are among the qualified candidates, you will receive an invitation to login to our online portal to complete a background check and a technology scan. You can view our technology requirements here. After successfully completing your technology scan, you will have access to view and apply to our open client program contracts. Don’t see anything you like? Our offerings change weekly! You can find more information about our hiring process here.


About Working Solutions


At Working Solutions, we work with brands in various industries to humanize their customer experience.  When you join our WooHoo! Crew, you’ll have access to apply to several contracts exclusive to Working Solutions independent contractors.

With Working Solutions, you work when it’s convenient for you. Our contract hours range from 15 to 40+ hours per week and you can select the hours that are convenient for you! Contract pay rates vary depending on the client, but we make sure we offer the best rate possible to our contractors.


Want to learn more about what it’s like as an independent contractor with Working Solutions? Visit us at or check out what some of our Customer Care PROs have the say…



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