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Sr Benefits Representative Jobs (NOW HIRING)

AMBA

Benefits Representative

Bloomington, IL · On-site

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Peoria, IL · On-site

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Rockford, IL

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Aurora, IL · On-site

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Naperville, IL

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Joliet, IL · On-site

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Chicago, IL · On-site

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Chicago, IL · On-site

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Naperville, IL

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Chicago, IL · On-site

$90K/yr

Description Position at AMBA Insurance Benefits Representative (1099 Independent Contractor ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Springfield, IL · On-site

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Bloomington, IL · On-site

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Chicago, IL

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Springfield, IL

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Schaumburg, IL

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Bloomington, IL

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Rockford, IL · On-site

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Champaign, IL

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Peoria, IL · On-site

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

AMBA

Benefits Representative

Aurora, IL · On-site

$90K/yr

Insurance Benefits Representative (1099 Independent Contractor) Location: Colorado (statewide, any ... American Senior Benefits Association * Illinois Principals Association Why Partner with AMBA

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How much do sr benefits representative jobs pay per year?

As of Aug 25, 2026, the average yearly pay for sr benefits representative in the United States is $54,438.00, according to ZipRecruiter salary data. Most workers in this role earn between $39,000.00 and $67,500.00 per year, depending on experience, location, and employer.

What is a Sr Benefits Representative?

Sr Benefits Representatives are experienced human resources professionals who manage and administer employee benefits programs within an organization. Their responsibilities include explaining benefit options to employees, handling enrollments and claims, ensuring compliance with regulations, and resolving any issues related to health, retirement, and other benefit plans. They also collaborate with vendors, analyze benefits usage data, and may assist in designing or updating benefits packages to meet employee needs and company objectives.

What skills and qualifications are needed to be a Sr Benefits Representative?

To thrive as a Sr Benefits Representative, you need a comprehensive understanding of employee benefits administration, regulatory compliance, and relevant HR practices, typically supported by a bachelor’s degree in human resources or a related field. Familiarity with HRIS systems, benefits management platforms, and industry certifications such as CEBS are highly valued. Strong attention to detail, problem-solving abilities, and effective communication skills help you address employee inquiries and coordinate with vendors. These skills ensure accurate benefits administration, compliance with regulations, and a positive employee experience.

How does a Sr Benefits Representative collaborate with HR and employees to resolve benefits-related issues?

A Sr Benefits Representative works closely with both the HR team and employees to address and resolve benefits-related questions or concerns. This often involves interpreting complex plan documents, explaining coverage options, and coordinating with insurance providers. The representative acts as a bridge between staff and benefit vendors, ensuring smooth communication and prompt resolution of issues. Additionally, they may lead benefits orientation sessions and provide guidance during open enrollment periods, fostering a supportive and informed workplace culture.
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Cities with the most Sr Benefits Representative job openings:

What states have the most Sr Benefits Representative jobs?

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Sr Benefits Representative jobs near you
Infographic showing various Sr Benefits Representative job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 80% Full Time, 14% Part Time, and 5% Contract. Highlights an 87% Physical, 1% Hybrid, and 12% Remote job distribution, with an average salary of $54,438 per year, or $26.2 per hour.

Benefits Representative

AMBA

Bloomington, IL • On-site

Full-time, Contractor

Retirement

Re-posted 17 days ago

Job description

 
Insurance Benefits Representative (1099 Independent Contractor)
Location: Colorado (statewide, any city)
Compensation: Commission plus bonuses
Schedule: Self-managed with full-time effort required for success
 
About AMBA
For more than 65 years, AMBA has served retired public servants by providing access to supplemental insurance benefits not typically included in traditional retirement plans. We partner with more than 450 associations across all 50 states and Canada, representing over 44 million members, including educators, first responders, veterans, healthcare workers, and trade professionals.
 
In Illinois, we are exclusively endorsed by: 
  • Illinois Retired Teachers Association 
  • American Senior Benefits Association
  • Illinois Principals Association
Why Partner with AMBA
  • Proven Systems: Build your business using established sales processes, strong carrier relationships, and a trusted national brand.
  • Leads You Can Count On: Receive no-cost leads through exclusive association endorsements. Success in this role requires consistent outbound calling, follow-up, and persistence.
  • Purpose-Driven Work: Help protect the financial security and peace of mind of retirees who spent their careers serving others.
  • Entrepreneurial Independence: You manage your own schedule and daily activities. A consistent full-time effort is essential to generate income and long-term success.
  • Comprehensive Support: Access to licensing guidance, structured onboarding resources, self-branded marketing materials, product education, sales coaching, and business planning tools to support independent agents at every stage of growth.
What You Will Do
  • Meet virtually or in person with association members to assess needs and recommend appropriate supplemental insurance solutions.
  • Educate clients through one-on-one consultations, seminars, webinars, and/or group presentations.
  • Utilize a consultative sales approach to assist retirees in protecting their health, income, and legacy, including retirement-focused solutions like Fixed Indexed Annuities.
  • Participate in ongoing training, mentorship, and business planning to continuously improve performance and results.
Who Thrives in This Role
This opportunity may be a strong fit if you have:
  • An entrepreneurial mindset and a self-starter approach
  • Comfort with phone-based outreach, follow-up, and virtual appointments
  • Strong communication and relationship-building skills
  • A commitment to providing ethical, high-quality service
  • A Life and Health insurance license or willingness to obtain one prior to onboarding
  • Motivation to grow income through a performance-based compensation model
Compensation and Support
  • Performance-based commissions with advanced payouts and lifetime vesting
  • No income cap. Typical first-year earnings range from $65,000 to $80,000 for agents who maintain consistent activity, with top agents earning $90,000 or more in year one
  • Monthly performance bonuses and travel incentives
  • Ongoing onboarding, sales training, and mentorship
  • Access to experienced local leadership, a dedicated Sales Support team, and onboarding specialists focused on your success
Ready to Take the Next Step
Apply today to explore a partnership with AMBA and build a purpose-driven insurance business serving retirees who rely on trusted guidance.