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Remote Benefits Representative Jobs in Addison, IL

Benefits Specialist

Chicago, IL · Remote

$26 - $38/hr

Hybrid Schedule - 2 Days Onsite / 3 Days Remote Benefits: This position is eligible for medical, dental, vision, and 401(k) benefits. About Our Client: Addison Group is partnering with our client, a ...

Remote Sales Representative Company: AO Globe Life (a division of Globe Life) Location: 100% Remote ... benefits. * Follow up with inbound leads (no cold calling required!). * Present over Zoom or phone ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Comprehensive benefits package including medical, dental, and prescription coverage * Ongoing ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Comprehensive benefits package including medical, dental, and prescription coverage * Ongoing ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Comprehensive benefits package including medical, dental, and prescription coverage * Ongoing ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Comprehensive benefits package including medical, dental, and prescription coverage * Ongoing ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Comprehensive benefits package including medical, dental, and prescription coverage * Ongoing ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Comprehensive benefits package including medical, dental, and prescription coverage * Ongoing ...

Showing results 41-60

Remote Benefits Representative information

See Addison, IL salary details

$32.1K

$54.5K

$79.6K

How much do remote benefits representative jobs pay per year?

As of Aug 8, 2026, the average yearly pay for remote benefits representative in Addison, IL is $54,540.00, according to ZipRecruiter salary data. Most workers in this role earn between $39,100.00 and $67,600.00 per year, depending on experience, location, and employer.

What are the typical daily responsibilities of a remote benefits representative?

As a Remote Benefits Representative, your daily responsibilities typically include responding to employee inquiries about benefits, processing enrollments or changes, and resolving issues related to health, dental, vision, or retirement plans. You may also educate employees about available options, ensure accurate recordkeeping in benefits systems, and coordinate with HR, insurance providers, or payroll departments. Most of your work is conducted through phone calls, emails, and virtual meetings, requiring strong digital communication skills. Staying organized and proactive is important, as you’ll often be balancing multiple cases and deadlines throughout the week.

What is a remote benefits representative?

A Remote Benefits Representative is responsible for assisting clients or employees with their benefits packages, including health insurance, retirement plans, and other company-sponsored programs. They typically communicate via phone, email, or video calls to explain benefits options, answer questions, and help with enrollment. This role requires strong customer service skills, knowledge of benefits programs, and the ability to work independently.

What are the key skills and qualifications needed to thrive as a remote benefits representative?

To thrive as a Remote Benefits Representative, you should have a solid understanding of employee benefits programs, customer service expertise, and often a relevant degree or HR certification. Familiarity with benefits administration platforms, HRIS systems, and secure communication tools is usually required. Excellent organizational skills, attention to detail, and the ability to clearly communicate complex information are standout soft skills in this role. These competencies are essential for accurately supporting employees and clients, ensuring compliance, and maintaining trust in a remote work environment.

What cities near Addison, IL are hiring for Remote Benefits Representative jobs? Cities near Addison, IL with the most Remote Benefits Representative job openings:

Benefits Specialist

Addison Group

Chicago, IL • Remote

$26 - $38/hr

Contractor

Medical, Dental, Vision, Retirement

Re-posted 5 days ago


Job description

Job Title: Benefits Specialist

Location: Chicago, IL

Industry: Education

Compensation: $26.00 - $38.00 / hour

Work Schedule: Hybrid Schedule – 2 Days Onsite / 3 Days Remote

Benefits: This position is eligible for medical, dental, vision, and 401(k) benefits.

About Our Client:

Addison Group is partnering with our client, a well-respected educational institution in downtown Chicago, to identify a Benefits Specialist to join their Human Resources team. This opportunity offers a hybrid work schedule, exposure to a wide range of benefits administration functions, and the chance to support employees in a collaborative and mission-driven environment.

 

Job Description:

Our client is seeking an experienced Benefits Specialist to provide day-to-day support for employee benefit programs and leave administration. This individual will serve as a key resource for employees regarding benefit enrollment, eligibility, compliance, and leave-related matters while ensuring accurate administration of benefit plans and HRIS data. The ideal candidate will be detail-oriented, analytical, and comfortable managing multiple priorities in a fast-paced HR environment.

 

Key Responsibilities:

  • Serve as the primary point of contact for employee benefit inquiries, enrollment questions, and benefit changes.
  • Administer employee benefit programs, including medical, dental, vision, voluntary benefits, and retirement-related processes.
  • Process benefit elections, life event changes, new hire enrollments, and annual enrollment updates through the HRIS system.
  • Maintain and audit employee benefit records to ensure data accuracy and compliance.
  • Support compliance initiatives related to ACA, FMLA, ADA, COBRA, and other applicable regulations.
  • Coordinate leave administration, including FMLA, long-term disability, military leave, caregiver leave, and other employee leave programs.
  • Facilitate new hire orientations and provide benefit education to employees throughout the employee lifecycle.
  • Manage workers' compensation claims, documentation, reporting, and vendor communication.
  • Oversee educational assistance and tuition-related benefit programs.
  • Conduct regular benefit audits and collaborate with vendors to resolve employee issues and discrepancies.
  • Assist with payroll-related benefit activities and ensure accurate deductions and benefit processing.
  • Create, update, and maintain benefit communications, employee resources, and internal documentation.
  • Prepare reports and support annual audits, compliance reporting, and benefits-related analysis.
  • Recommend process improvements and assist with enhancing operational efficiencies within the benefits function.

Qualifications:

  • Bachelor's degree in Human Resources, Business Administration, or a related field preferred.
  • 3+ years of benefits administration experience.
  • Previous experience supporting leave administration, compliance, and employee benefits programs.
  • Strong understanding of federal and state benefit regulations, including ACA, FMLA, ADA, ERISA, COBRA, and Section 125 plans.
  • Advanced Microsoft Excel skills, including Pivot Tables, VLOOKUPs, and formulas.
  • Experience working within an HRIS platform; PeopleSoft experience is highly preferred.
  • Strong analytical, organizational, and problem-solving abilities.
  • Excellent written and verbal communication skills.
  • Ability to explain complex benefits information to employees in a clear and professional manner.
  • Proven ability to manage multiple priorities while maintaining accuracy and confidentiality.

Additional Details:

  • Candidates should be comfortable working independently within a small, collaborative benefits team.

Perks:

  • Opportunity to gain exposure to a broad range of benefits and leave administration functions.
  • Join a close-knit HR team with direct visibility and impact.
  • Downtown Chicago location near public transportation.
  • Collaborative and mission-driven organizational culture.
  • Long-term contract opportunity with potential for continued growth and experience.

Addison Group is an Equal Opportunity Employer. Addison Group provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, gender, sexual orientation, national origin, age, disability, genetic information, marital status, amnesty, or status as a covered veteran in accordance with applicable federal, state and local laws. Addison Group complies with applicable state and local laws governing non-discrimination in employment in every location in which the company has facilities. Reasonable accommodation is available for qualified individuals with disabilities, upon request.

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