Benefits Representative
$65k - $80kAMBA
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
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.
AMBA$150k
...insurance brokers and agencies in order to sell Nationwide's Benefit's health insurance products for groups of 2-50.Even though we... ...businessRequired Skills And Competencies:The requirements listed below are representative of the knowledge, skill and/or ability required. Reasonable...SuggestedTemporary workCasual workWork at officeHome office- -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 -...SuggestedFull time
$20 per hour
...startup with the mission of making company payroll and health benefits as simple as possible. They offer both traditional and ICHRA... ...when choosing their benefits packages. The Customer Service Representative position is a client facing position where you will maintain...Suggested- ...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...SuggestedRemote jobFull time
$81k
...Job Opportunity Inbound Customer Care & Sales Representative Capital Heating, Cooling & Electric is a leading employer in the Milwaukee... ..., we are the PREFERRED workplace destination! Comprehensive benefits package: Medical Insurance Dental Insurance Vision Insurance...SuggestedFull timeCasual work2 days per week3 days per week1 day per week- ...Insurance Sales Executive Employee Benefits Seeking high-performing, entrepreneurial Insurance Sales Executives to drive aggressive growth in the Midwest region. This role is ideal for professionals who thrive on autonomy, ownership, and the opportunity to build a...
- ...Employee Benefits Coordinator Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. Brown & Brown is seeking an Employee Benefits Coordinator to join our growing team in Tallahassee...
- ...You’ll Do Greet customers and assist them in selecting the right vehicle Conduct test drives and explain vehicle features & benefits Build and maintain relationships with new and existing clients Follow up on internet leads and showroom traffic Meet and...
$80k
...professional development Career advancement opportunities across 40+ dealerships Supportive, team-oriented culture Comprehensive benefits package Opportunity to make a positive impact in the communities we serve Compensation Base Pay + Uncapped Commission...Base plus commissionDaily paidImmediate start- ...since 1966, and now has over 18 locations throughout Wisconsin and Iowa with over 700 employees. Being employee-owned offers a unique benefit that invests in you and your future. As a 78% owner, our employees receive contributions to a qualified retirement plan that is 100...16 hoursSummer work
$65k
...safeguard their assets and promise a profound purpose: ensuring a brighter future for every client. Role Overview: As a Benefits Representative, you play a pivotal role in helping families protect their assets and secure their futures. You'll be the face of our...Full timeFlexible hours$65k
...Job Description Job Description Benefits sales representative Your next sales career opportunity could be waiting.The Chamberlain Agencies is looking for motivated, outgoing, and growth-minded individuals to join our team as benefits sales representatives. You...Work at officeLocal area$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 hoursNight shift- ...multiple customer service positions to our growing team of remote representatives. This is a full time position with upwards mobility and the... ...to the products and services they receive as part of their benefits packages. Our international company has over 65 years of...Weekly payFull timeLocal areaRemote workWork from home
$180k - $282.5k
...you provide. You’ll receive a competitive salary, bonuses and benefits. Your company-funded retirement contribution will factor in salary... ...will be responsible for delivering point of sale expertise in representing Capital Group PPS in the West to financial advisors and...Full timeTemporary workLocal areaFlexible hours- ...Do you want a remote day spent helping families understand benefits — not chasing strangers on the phone? You work from home, follow a structured process, and get support as you learn. Why it stands out 1. Purpose. Every call is about a family's future. 2. Remote...Remote jobPart timeWork at officeWork from home
- Russ Darrow Chrysler Dodge Jeep Ram is hiring Sales Representatives to join our team in Milwaukee, WI. Enjoy excellent pay and performance... ...where your skills will be recognized and rewarded! Dealership Benefits: Sign-on Bonus Competitive Compensation Plans Full Benefits...Local areaRelocation package
$112k - $208k
...The Sales Representative is responsible for driving appropriate utilization and growth of assigned therapies within a defined geography... ...your experience, expertise, and impact ~ Comprehensive benefits including medical, dental, and vision coverage; accrued paid...Temporary workLocal area- ...We are looking for a friendly, dependable Remote Customer Success Associate to support clients virtually as they review and select benefit options that fit their individual needs. In this role, you’ll communicate with clients through phone, video, and online platforms...Remote jobFull timeWork at office
$85k
...your first 8 weeks of training, you'll earn up to $4,000. Benefits: ~ Medical, dental, and vision insurance ~401(k) with company... ...and are committed to building an inclusive team that represents a variety of backgrounds, perspectives, and skills. ADT strives...Temporary workFlexible hours- ...Join Globe Life’s McQuade Organization as a Remote Client Services Representative and help individuals and families understand their available benefits. Enjoy a 100% remote opportunity with flexible scheduling, comprehensive training, and opportunities for professional...Remote jobFull timeFlexible hours
- ...of active print-only clients. This role serves as the primary representative for assigned accounts, ensuring client satisfaction through... ...Acquisition team member at the start of the interview process. Benefits We Take Pride In 5-year Tiffany & Co. Gift Card or Custom...Work at officeLocal area
$80k - $200k
...how businesses manage their workforce by bringing payroll, HR, benefits, and advisory services together into a single connected HCM... ...positive onboarding experience.Projecting a positive image in representing the Corporation to clients and the community to create Sales opportunity...Base plus commissionFull timeContract workPart timeInternshipLocal area- ...PERKSBase salary + uncapped commissionQuarterly bonusesMonthly smartphone stipend and car allowance401k match programFull health benefits (medical, dental, vision, and HSA)All-expenses-paid Reward Trip each year for top producers and a guestExpense budget for client entertainmentPaid...Local area
$60k - $65k
...50 per year plus uncapped commissions Established sales representatives average approximately $85,000 annually, based on performance... ...Approximately 25% overnight travel required in territory Benefits eligibility begins the first of the month following employment...Temporary workWork at officeLocal areaHome officeFlexible hoursNight shift- ...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...
- ...Company: Marsh McLennan Agency Description: Client Advisor – Employee Health & Benefits Our not-so-secret sauce. Award-winning, inclusive, Top Workplace culture doesn’t happen overnight. It’s a result of hard work by extraordinary people. The industry’s brightest...Full timeWork experience placementWork at officeLocal areaNight shift
$85k - $145k
...Overview The Weiner Group Inc. is a trusted provider of simplified issue life insurance products, offering valuable living benefits to help individuals and families secure their financial future. We are passionate about making life insurance accessible and impactful...Full timeFor contractors$100k
...while engaging directly with your community? As an Outside Sales Representative at Spectrum, you will represent our trusted products through... ...careers. That’s why we offer a comprehensive pay and benefits package that rewards employees for their contributions to our...Work at officeLocal areaVisa sponsorshipWeekend workAfternoon shift- If you're putting in full effort but still earning the same paycheck every week... that's a problem. This opportunity removes the ceiling. You'll work with clients who have already expressed interest in receiving help. Your role is to guide them through their options ...Work from home
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Benefits Representative. Be the first to apply!
- phone representative Milwaukee, WI
- community relations representative Milwaukee, WI
- construction control representative Milwaukee, WI
- work from home representative Milwaukee, WI
- maintenance representative Milwaukee, WI
- social media representative Milwaukee, WI
- manufacturers representative Milwaukee, WI
- loss control representative Milwaukee, WI
- benefits representative Milwaukee, WI
- quality control representative Milwaukee, WI







