Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Benefits Representative

$65k - $80k

AMBA

Insurance Benefits Representative (1099 Independent Contractor)

Position at AMBA

Location: Wisconsin (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 Wisconsin, AMBA is the exclusive endorsed provider for the Wisconsin Retired Educators Association, giving direct access to their members and communities.

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

  • 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.

AMBA
Vacancy posted 2 days ago
Similar jobs that could be interesting for youBased on the Benefits Representative in Madison, WI vacancy
  • $65k

     ...Job Description Job Description Benefits sales representative Your next sales career opportunity could be waiting. Rowan Agencies is looking for motivated, outgoing, and growth-minded individuals to join our team as benefits sales representatives. In this role... 
    Suggested
    Remote work
    Work from home

    Rowan Agencies

    Madison, WI
    5 days ago
  •  ...Remote Client Relationship Specialist | Customer Service & Benefits Company: AO – Globe Life Work Arrangement: 100% Remote...  ...Opportunities Relationship-Focused — No Traditional Cold Calling Representatives work with qualified client opportunities and individuals who... 
    Suggested
    Hourly pay
    Weekly pay
    Full time
    For contractors
    Remote work
    Work from home
    Flexible hours

    Globe Life AIL - Lisa Russel

    Madison, WI
    21 days ago
  •  ...Entry Level Sales Executive - Employee Benefits Madison, Wisconsin, United States Cottingham & Butler is actively looking for ambitious and driven entry-level Sales Executives in our Madison, Wisconsin location! Seeking all sales minded, soon-to-be college graduates... 
    Suggested

    Cottingham & Butler

    Madison, WI
    4 days ago
  • $70k - $90k

    Overview Insurance Benefits Representative (1099, Independent Contractor) Location: Wisconsin | Compensation: Commission + Bonuses | Schedule: Self-Managed, Full-Time Commitment About AMBA For over 65 years, AMBA has proudly served retired public servants by offering access... 
    Suggested
    Full time
    For contractors
    Local area

    AMBA

    Madison, WI
    3 days ago
  •  ...Job Description Job Description We are seeking an experienced Employee Benefits Insurance Broker with at least 3 years' experience of B2B sales in the employee benefits space. This role will be responsible for providing expert advice and guidance to clients in navigating... 
    Suggested

    Cottingham & Butler

    Madison, WI
    17 days ago
  • -No prior industry experience required -Meet with clients on Zoom to help them enroll in benefit programs -Explain options in a clear, simple, and relatable way -Help clients complete online enrollment forms accurately -Schedule and manage virtual appointments -... 
    Full time

    Zuzick Organization of Globe Life

    Madison, WI
    2 days ago
  • $62.2k - $101k

     ...career.   At TDS Telecom , our Senior Residential Sales Representatives aren’t just knocking on doors—they’re trusted advisors and...  ...Marketing team and showcase TDS’s residential services. Extra Benefits That Set Us Apart Day-One Benefits Package Monthly Gas/... 
    Full time
    Temporary work
    Local area
    Immediate start
    Work from home

    TDS Telecom

    Madison, WI
    a month ago
  •  ...Key Responsibilities Assist clients and employees with benefits enrollment and account setup Explain available benefit options in a clear and professional manner Conduct virtual meetings and communicate with clients by phone, email, and video Maintain accurate client... 
    Remote job
    Full time

    McQuade Organization

    Madison, WI
    1 day ago
  •  ...join our growing team in New England. We specialize in helping working families protect their financial future through supplemental benefits. Recognized as one of New England’s Best Places to Work in 2024 and ranked #1 in our category since 2020, we take pride in... 
    Remote job
    Full time
    Immediate start

    Zuzick Organization of Globe Life

    Madison, WI
    1 day ago
  •  ...don't be so hard on yourself—apply for the job! Construction Representative   We have a career opportunity for a Construction...  ...financial future with up to 9% retirement contribution for benefit-eligible employees Flexibility that works with schedules that... 
    Work experience placement
    Local area
    Immediate start

    Benesch

    Madison, WI
    2 days ago
  • $125k - $220k

     ...training, and control of your income. We’re hiring Sales Representatives to help strengthen communities by safeguarding homes with...  ...for our unique, high-demand roofing solutions ~ W-2 Employee Benefits: medical, dental, vision, life insurance, & 401k with company... 
    Weekly pay
    Full time
    Weekend work
    Afternoon shift

    Erie Home

    Fitchburg, WI
    1 day ago
  •  ...they need to protect their futures. About the Role – You would specialize in a revolutionary form of Life insurance called LIVING BENEFIT LIFE INSURANCE, that you don’t have to die to collect. We are partnered with over 25 industry leading carriers to bring a portfolio... 

    Gibbons Group Inc

    Madison, WI
    2 days ago
  • $18 per hour

     ...020 Companies is now hiring full‑time Brand Sales Specialists representing Chromebook! Pay: $18.00 per hour. Schedule: Wednesday – Sunday...  ...a Chromebook Sales Specialist and help customers discover the benefits of Chromebook devices in a fun retail environment. We're looking... 
    Hourly pay
    Weekly pay
    Full time
    Immediate start

    2020 Companies

    Madison, WI
    2 days ago
  • $75k - $90k

     ...and sales meetings. This position is eligible to participate in Pearson's sales incentive plan. Information regarding Pearson benefits can be found here. Key Responsibilities Your day-to-day will involve: Executing outbound prospecting activities to identify... 
    Full time
    Remote work

    Nexxt, Inc.

    Madison, WI
    7 hours ago
  • $50k - $100k

     ...Field Sales Representative with Leaf Filter Job Summary Are you financially happy in your current role? Does your current position...  ...customers with your expertise and educate them on the benefits of LeafFilter gutter protection and gutter replacement. Through... 
    Full time
    Weekend work
    Afternoon shift

    LeafHome

    Madison, WI
    3 days ago
  •  ...Company has as an outstanding opportunity for a Extra Route Sales Representative in the Madison, WI area. Monday-Saturday off Wednesday and...  ...all DOT regulations and be able to pass a DOT physical. Benefits Dental Insurance Health Insurance Paid Time Off Retirement Plan... 
    Full time
    Contract work
    Shift work
    Weekend work

    Chicago Baking Co

    Madison, WI
    2 days ago
  •  ...Route Sales Representative Route Sales Representatives are critical to our success at FritoLay! Our Route Sales Representatives are responsible...  ...team member, you will be eligible to receive full company benefits. You can learn more about our benefits on our career site,... 
    Full time
    Local area
    Shift work
    Weekend work

    FRITO LAY

    Madison, WI
    2 days ago
  • $18 - $20 per hour

     ...Future of Retail with Advantage Solutions as a Territory Sales Representative. We're a performance-driven sales team representing iconic...  ...up for success Flexibility to earn additional hours We offer benefits that can be customized to meet your family's needs, including... 
    Hourly pay

    Advantage Solutions

    Madison, WI
    2 days ago
  • $69k

     ...Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths...  ...Unionized position with stock options Comprehensive benefits package including medical, dental, and prescription coverage... 
    Remote work
    Work from home
    Flexible hours

    HMG Careers

    Maple Bluff, WI
    2 days ago
  • Job Summary:The Client Services Representative, Core Tax Services is responsible for assisting the Core Tax Services team in servicing all...  ...addition to our comprehensive compensation and Total Rewards benefits* offerings. It also reinforces an ownership mindset that... 
    Work at office

    BDO International

    Madison, WI
    4 days ago
  • $100k

     ...into action.   At TDS Telecom , our Residential Sales Representatives are more than sellers—they’re trusted advisors and community...  ...alongside our Marketing team, educating neighbors about the benefits of TDS Extra Benefits That Set Us Apart ~ Day-one benefits... 
    Temporary work
    Local area
    Immediate start
    Work from home
    Flexible hours

    TDS Telecom

    Monona, WI
    2 days ago
  • $18 per hour

     ...020 Companies is now hiring full-time Brand Sales Specialists representing Chromebook! Pay: $18.00 per hour Schedule: Wednesday...  ...a Chromebook Sales Specialist and help customers discover the benefits of Chromebook devices in a fun retail environment. We're looking... 
    Hourly pay
    Weekly pay
    Full time
    Immediate start

    2020 Companies

    Madison, WI
    3 days ago
  • $100k

     ...opportunity for an additional full-time Roofing Service Sales Representative to support our Sales Teams in the greater Milwaukee area. We...  ...abilitiesExcellent time management and follow-up skillsPremier Benefits:2 Health Insurance Plans:No Cost "Core Plan" – No Cost... 
    Full time
    For contractors
    Work at office
    Local area

    CentiMark

    Madison, WI
    4 days ago
  •  ...away for you!)Up to 12 weeks paid parental leave.Paid Volunteer Time Off.Mental health coverage.Quarterly Wellness stipend.Fertility benefits.Complete list of benefits here.#LI-SK1Equal Opportunity Employer/Protected Veterans/Individuals with DisabilitiesClick here to... 
    Full time
    Currently hiring
    Work at office
    Flexible hours

    CliftonLarsonAllen

    Madison, WI
    5 days ago
  • $64k

     ...manner; taking responsibility for customer satisfaction and loyalty. Complete and maintain sales projections, finalize rates and benefit adjustments and prepare reports and documents for renewal and sales presentations. Participate in product development and... 
    For contractors
    Work at office
    Local area
    Remote work

    Highmark Health

    Madison, WI
    2 days ago
  • $125k - $250k

     ...pmSaturday appointments are scheduled at 10am, and 2pm.PlussesIn home sales experienceOne call close experience$125,000 - $250,000 a year Benefits: Health/Dental/Vision insurance 401(k) Referral program Paid time off (PTO) W-2 Pay Structure Career advancement opportunities... 
    Local area

    All Star

    Madison, WI
    4 days ago
  • $100k

     ...opportunity for an additional full-time Roofing Service Sales Representative to support our Sales Teams in the greater Milwaukee area. We...  ...abilitiesExcellent time management and follow-up skillsPremier Benefits:2 Health Insurance Plans:No Cost "Core Plan" – No Cost... 
    Full time
    For contractors
    Work at office
    Local area

    CentiMark

    Madison, WI
    4 days ago
  • $75k

     ...relationships and closing deals while Platinum handles marketing, recruiting, back-office support, and customer service. You’ll also benefit from generous bonuses , annual renewal income , and luxury travel incentives for high achievers. Cutting-Edge AI Training... 
    Flexible hours
    Night shift

    Platinum Supplemental Insurance

    Fitchburg, WI
    1 day ago
  • $17.2 - $25.8 per hour

     ...Qualifications Strong communication skills with confidence in representing CarMax and its products. Ability to build lasting...  ...The hourly rate for this position is: $17.20 - $25.80 Benefits: Except as otherwise required by state law, CarMax Associates... 
    Hourly pay
    Full time
    Work at office

    Carmax

    Madison, WI
    7 hours ago
  • $120k - $160k

     ...presenter in oral interviews, presentations to decision makers, governing bodies and subsequent contract negotiations. Articulate the benefits of infrastructure modernization and/or energy related approaches to achieve carbon reduction goals, improve resiliency, drive... 
    Contract work
    Temporary work
    Flexible hours

    Honeywell

    Madison, WI
    2 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Benefits Representative. Be the first to apply!