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Remote Benefits Rep Jobs in Chicago, IL (NOW HIRING)

AO Globe Life

Remote Benefits Representative

Aurora, IL · On-site +1

We're hiring for a remote role at AO Globe Life . This position is ideal for individuals who are ... Guide families through benefit options * Recommend solutions based on individual needs * Follow a ...

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Remote Benefits Rep information

See Chicago, IL salary details

$33K

$56.1K

$81.9K

How much do remote benefits rep jobs pay per year?

As of May 28, 2026, the average yearly pay for remote benefits rep in Chicago, IL is $56,079.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,200.00 and $69,500.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Benefits Representative, and why are they important?

To thrive as a Remote Benefits Representative, you need a solid understanding of employee benefits programs, strong customer service skills, and typically a high school diploma or equivalent—though some employers may require further education or HR certification. Familiarity with benefits administration platforms, HRIS systems, and telecommunication tools like video conferencing software is important. Outstanding communication, attention to detail, and problem-solving abilities help you resolve complex employee inquiries and build trust remotely. These skills ensure accurate benefits administration, high client satisfaction, and efficient remote team collaboration.

What are some common challenges Remote Benefits Representatives face when assisting employees virtually?

Remote Benefits Representatives often encounter challenges such as effectively communicating complex benefits information without face-to-face interaction and ensuring employees fully understand their options. Managing sensitive personal data securely while working remotely is also a key concern. Additionally, they must stay up-to-date with constantly changing benefits regulations and company policies, which requires strong organizational and time management skills. Building rapport and trust with employees through virtual channels is crucial for success in this role.

What is a Remote Benefits Rep?

A Remote Benefits Representative is a professional who assists employees or clients with understanding, enrolling in, and managing their workplace benefits, such as health insurance, retirement plans, and other employee perks, all while working from a remote location. They typically communicate with clients via phone, email, or video conferencing, providing guidance on benefits options, eligibility, and claim processes. Remote Benefits Reps also help resolve issues or answer questions related to benefits and may assist in benefits enrollment and orientation sessions. Their role is crucial in ensuring employees have access to the information and support they need regarding their benefits.

What is the difference between Remote Benefits Rep vs Remote Customer Service Representative?

AspectRemote Benefits RepRemote Customer Service Representative
Required CredentialsHigh school diploma or equivalent; knowledge of benefits programsHigh school diploma or equivalent; customer service skills
Work EnvironmentPrimarily administrative, benefits-related inquiriesGeneral customer support across various industries
Employer & Industry UsageInsurance, healthcare, HR firmsRetail, telecom, tech companies
Common Search & ComparisonYesYes

The main difference is that Remote Benefits Reps focus on handling benefits-related questions and administrative tasks within insurance or HR sectors, requiring specific knowledge of benefits programs. Remote Customer Service Representatives handle a broader range of customer inquiries across various industries, emphasizing general support skills. Both roles are remote, but their focus and industry usage differ significantly.

What are popular job titles related to Remote Benefits Rep jobs in Chicago, IL? For Remote Benefits Rep jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Benefits Rep jobs in Chicago, IL look for? The top searched job categories for Remote Benefits Rep jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Benefits Rep jobs? Cities near Chicago, IL with the most Remote Benefits Rep job openings:
Remote Benefits Rep jobs near you
Infographic showing various Remote Benefits Rep job openings in Chicago, IL as of May 2026, with employment types broken down into 94% Full Time, and 6% Part Time. Highlights an 100% Remote job distribution, with an average salary of $56,079 per year, or $27 per hour.

Remote Benefits Representative

AO Globe Life

Aurora, IL • On-site, Remote

Full-time

Posted 14 days ago

Job description

We're hiring for a remote role at AO Globe Life. This position is ideal for individuals who are coachable, driven, and ready to grow in a performance-based environment.
No prior experience is required-we provide full training and ongoing support. What matters most is your mindset, work ethic, and willingness to learn.
If you want more control over your income and career growth-and something beyond the typical 9-5-this could be a great fit.
What You'll Do
  • Connect with clients virtually
  • Guide families through benefit options
  • Recommend solutions based on individual needs
  • Follow a structured training and sales system
  • Continuously improve your communication and professional skills

What We Offer
  • 100% remote work
  • Full training provided
  • Earnings based on results
  • Clear path to advancement and leadership
  • Ongoing mentorship and team support

What We're Looking For
  • Strong work ethic and positive attitude
  • Coachable and open to feedback
  • Strong communication skills
  • Self-discipline and consistency
  • Goal-oriented mindset

Important to Know
This is not a traditional hourly or salaried role. Income is performance-based, and success comes from consistency, effort, and personal development.
How to Apply
Qualified candidates will be contacted with next steps, including a company overview.

Apply