Benefits Enrollment Representative (Seasonal) – Remote

Responsibilities

Assist federal employees, retirees, and military personnel with plan enrollment, account setup, general plan questions, and site navigation—all from home. This short-term seasonal role is a great way to get started with Working Solutions, with the highest call volume during open enrollment (November 9 – December 14). If you’re a good fit, you may have the opportunity to continue with another program afterward.

Why Become a Working Solutions PRO?

  • Work from Home: Ditch the commute and enjoy the comfort of home.
  • Flexible Hours: Set your own schedule and work when it's convenient for you.
  • Diverse Experience: Expand your skillset across various industries while providing exceptional customer service.
  • Supportive Environment: We’re here to help every step of the way!

Application Process:

  • Create Profile (filling out the apply fields at the bottom of this page)
  • Complete Assessments (only one-attempt is allowed)
  • Pass PC Scan (must be on a computer, not mobile device)
  • Record Video Interview (can re-record as many times as needed)
  • For more details, check out our 

Earnings Potential

  • The contracted rate is $0.28 for English and $0.31 for Spanish per Customer Interaction Minute (CIM).
  • $16.80 - $18.60 (hourly equivalent)
  • Contractors will be provided a prorated minimum of 54 minutes per productive hour.
  • This program also has incentives available beyond the per-minute rate.

Skills Needed

  • Ability to provide excellent, patient, and empathetic customer service.
  • Excellent verbal and written communication skills.
  • Tech-savvy and avid computer user.
  • Friendly tone and professional demeanor.

Schedule

  • Flexible schedule opportunities - you choose your own hours!
  • Hours of operations are 7am-8pm CT Monday-Friday and may increase during open enrollment

Work Environment Requirements

  • Quiet, uninterrupted space during all working hours.

Technology Requirements

  • Personal computer (no tablet)
  • Broadband internet connection, recommended at least 10 MBPS
  • Wired internet connection, such as cable, fiber optic, or DSL (no Wi-Fi, satellite, or mobile internet)
  • Windows 11 operating system
  • Windows Security/Microsoft Defender Antivirus (included in Windows 11 and free to use), running and up to date
  • Wired USB headset with microphone.
  • A smart phone and be willing to accept texts related to program work.
  • Mac users: Mac acceptance is limited to Intel-based machines with Windows 11 installed via Apple’s Boot Camp utility.
Responsibilities

Assist federal employees, retirees, and military personnel with plan enrollment, account setup, general plan questions, and site navigation—all from home. This short-term seasonal role is a great way to get started with Working Solutions, with the highest call volume during open enrollment (November 9 – December 14). If you’re a good fit, you may have the opportunity to continue with another program afterward.

Why Become a Working Solutions PRO?

  • Work from Home: Ditch the commute and enjoy the comfort of home.
  • Flexible Hours: Set your own schedule and work when it's convenient for you.
  • Diverse Experience: Expand your skillset across various industries while providing exceptional customer service.
  • Supportive Environment: We’re here to help every step of the way!

Application Process:

  • Create Profile (filling out the apply fields at the bottom of this page)
  • Complete Assessments (only one-attempt is allowed)
  • Pass PC Scan (must be on a computer, not mobile device)
  • Record Video Interview (can re-record as many times as needed)
  • For more details, check out our 

Earnings Potential

  • The contracted rate is $0.28 for English and $0.31 for Spanish per Customer Interaction Minute (CIM).
  • $16.80 - $18.60 (hourly equivalent)
  • Contractors will be provided a prorated minimum of 54 minutes per productive hour.
  • This program also has incentives available beyond the per-minute rate.

Skills Needed

  • Ability to provide excellent, patient, and empathetic customer service.
  • Excellent verbal and written communication skills.
  • Tech-savvy and avid computer user.
  • Friendly tone and professional demeanor.

Schedule

  • Flexible schedule opportunities - you choose your own hours!
  • Hours of operations are 7am-8pm CT Monday-Friday and may increase during open enrollment

Work Environment Requirements

  • Quiet, uninterrupted space during all working hours.

Technology Requirements

  • Personal computer (no tablet)
  • Broadband internet connection, recommended at least 10 MBPS
  • Wired internet connection, such as cable, fiber optic, or DSL (no Wi-Fi, satellite, or mobile internet)
  • Windows 11 operating system
  • Windows Security/Microsoft Defender Antivirus (included in Windows 11 and free to use), running and up to date
  • Wired USB headset with microphone.
  • A smart phone and be willing to accept texts related to program work.
  • Mac users: Mac acceptance is limited to Intel-based machines with Windows 11 installed via Apple’s Boot Camp utility.
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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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