Working Solutions is Hiring – Work from Home This Open Enrollment Season as a Benefits Enrollment Representative

Posted on by ratrace
Cozy Work From Home with Working Solutions

by Rat Race Rebellion       October 2026

✅ Verified listing: This post is sponsored by Working Solutions. We vet every opportunity we publish and only share legitimate remote jobs from reputable companies.

If you’re looking for flexible, work-from-home opportunities this fall — especially if you enjoy helping people — this seasonal Customer Care role with Working Solutions could be a great fit.

You’ll assist federal employees, retirees, and military personnel with their benefits enrollment questions during open enrollment season. This program runs from November – December, with highest call volume during November 9 through December 14, 2026, making it a short-term opportunity for anyone looking to earn extra income without taking on a long-term commitment.

It’s meaningful work that helps people make important decisions about their healthcare and coverage — and it’s a great way to earn from home with a company that’s been connecting independent contractors to top brands for nearly 30 years.

What You’ll Do

As an independent Benefits Enrollment Representative, you’ll help callers with:

  • Creating new accounts

  • Answering plan and enrollment questions

  • Navigating online benefit tools

You’ll be part of a team that supports retired military, veteran, and federal personnel — people who truly appreciate friendly, patient help.

Why Agents Love Working Solutions
  • Short-term commitment – The program runs November – December, 2026, so you can earn extra income during open enrollment season without committing to a permanent role.

  • Create your own schedule – Choose hours that fit your life. Program hours run 7am–8pm CT, Monday–Friday, and may expand during open enrollment.

  • Supportive environment – Agents rated Working Solutions an outstanding 91 on the Net Promoter Score (NPS) last year, reflecting high satisfaction.

  • Diverse opportunities – Once this project wraps up, you can explore other programs in healthcare, retail, pet tech, travel, and more.

Pay & Incentives

This is an independent contractor role. Pay is based on Customer Interaction Minutes (CIM):

  • $0.28 per minute for English interactions

  • $0.31 per minute for Spanish interactions

You’ll be provided a minimum of 54 minutes per productive hour, and the program also includes incentive opportunities for top performers.

What You’ll Need

No specialized experience is required — just great customer service skills and a friendly, professional demeanor.

You’ll also need:

  • A quiet, uninterrupted workspace

  • A Windows 11 PC (or Intel-based Mac with Windows 11 via Boot Camp)

  • Wired high-speed internet (no Wi-Fi, satellite, or mobile internet)

  • A wired USB headset with microphone

  • A smartphone to receive work-related texts

Who Can Apply

Working Solutions contracts with agents across the U.S., but for this specific program, they cannot currently work with residents of:  CA, CO, CT, DC, DE, IL, MA, MD, MN, MT, NH, NJ, NY, OR, PA, VT, WA, or WI.

If you live in one of these states, you can still find other opportunities at apply.workingsolutions.com

Ready To Apply?

Apply with Working Solutions

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