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Supplemental Sales Agent Jobs

105 active opportunities · Updated for October 2026

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Explore current supplemental sales agent jobs. Use filters to narrow by work mode, employment type, experience and date posted.

Horace Mann is looking for individuals who want to work with purpose. Being part of our organization means you can empower educators and others who serve the community to receive better benefits and financial stability. The Wise Benefits™ product suite captures the supplemental benefit offerings of Horace Mann's Worksite Division. These policies help offset the costs major medical insurance may not cover. Support the heroes in our schools and communities by helping them achieve financial peace of mind. We are currently seeking a Territory Development Specialist to help us increase sales to existing and potential new clients within a specific territory. Your key responsibility will be helping us expand our customer base and establish our reputation within our niche markets. Responsibilities Schedule and conduct group and individual meetings within the established client base Identify and solicit new business prospects in the assigned territory for new account growth Act as a point of contact for existing and potential customers Perform initial and follow-up sales calls on prospective and current clients Identify customer needs and recommend product solutions Maintain accurate records of sales activities Required Skills Sales experience required. B2B is strongly desired Enthusiastic, self-motivated, career minded Results-oriented, driven self-starter Excellent verbal and written communication skills Proven ability to achieve goals Life & Health insurance license is required, but can be obtained during the onboarding process Please use the following scheduling link to select a convenient time to discuss: https://calendly.com/kendall-lading #vizi# #LI-KL1 #WiseBenefits

Horace Mann is looking for individuals who want to work with purpose. Being part of our organization means you can empower educators and others who serve the community to receive better benefits and financial stability. The Wise Benefits™ product suite captures the supplemental benefit offerings of Horace Mann's Worksite Division. These policies help offset the costs major medical insurance may not cover. Support the heroes in our schools and communities by helping them achieve financial peace of mind. Responsibilities Become a licensed life and health insurance agent Work alongside top agents in a supportive, results-driven environment Participate in hands-on training and mentorship programs to grow your skills and advance your career Set meetings with schools, fire stations, municipalities, and more to present products Submit sales reports and applications in a timely manner Perform other follow-up and administrative tasks as needed Requirements Strong communication skills Self-motivated Highly interpersonal Outgoing Service-oriented What we offer We deliver your leads – you drive the results You work during normal business hours, so no nights, weekends, or holidays All the training and support you need Experience the freedom to work independently, with no office requirements and no cap on your income Our team manages the admin — you focus on driving results and growing your career Please use the following scheduling link to select a convenient time to discuss: https://calendly.com/kendall-lading #vizi# #LI-KL1 #WiseBenefits

National Teachers Associates (NTA Life), a subsidiary of Horace Mann, is hiring! Our company offers a protected territory and a favorable work/life balance. Horace Mann, founded in 1945, specializes in providing nationwide benefits to public sector employees. Through our partnerships with reputable associations, unions, and administrations, we offer exceptional opportunities for individuals seeking a lucrative sales profession with no cold-calling, prospecting, or lead buying challenges. Horace Mann is looking for individuals who want to work with purpose. Being part of our organization means you can empower educators and others who serve the community to receive better benefits and financial stability. Responsibilities Become a licensed life and health insurance agent Work alongside top agents in a supportive, results-driven environment Participate in hands-on training and mentorship programs to grow your skills and advance your career Set meetings with schools, fire stations, municipalities, and more to present products Submit sales reports and applications in a timely manner Perform other follow-up and administrative tasks as needed Requirements Strong communication skills Self-motivated Highly interpersonal Outgoing Service-oriented What we offer We deliver your leads – you drive the results You work during normal business hours, so no nights, weekends, or holidays All the training and support you need Experience the freedom to work independently, with no office requirements and no cap on your income Our team manages the admin — you focus on driving results and growing your career Please use the following scheduling link to select a convenient time to discuss: Schedule a call here #vizi# #Ll-JM1 #WiseBenefits

National Teachers Associates (NTA Life), a subsidiary of Horace Mann, is hiring! Our company offers a protected territory and a favorable work/life balance. Horace Mann, founded in 1945, specializes in providing nationwide benefits to public sector employees. Through our partnerships with reputable associations, unions, and administrations, we offer exceptional opportunities for individuals seeking a lucrative sales profession with no cold-calling, prospecting, or lead buying challenges. Horace Mann is looking for individuals who want to work with purpose. Being part of our organization means you can empower educators and others who serve the community to receive better benefits and financial stability. Responsibilities Become a licensed life and health insurance agent Work alongside top agents in a supportive, results-driven environment Participate in hands-on training and mentorship programs to grow your skills and advance your career Set meetings with schools, fire stations, municipalities, and more to present products Submit sales reports and applications in a timely manner Perform other follow-up and administrative tasks as needed Requirements Strong communication skills Self-motivated Highly interpersonal Outgoing Service-oriented What we offer We deliver your leads – you drive the results You work during normal business hours, so no nights, weekends, or holidays All the training and support you need Experience the freedom to work independently, with no office requirements and no cap on your income Our team manages the admin — you focus on driving results and growing your career Please use the following scheduling link to select a convenient time to discuss: Schedule a call here #vizi# #Ll-JM1 #WiseBenefits

National Teachers Associates (NTA Life), a subsidiary of Horace Mann, is hiring! Our company offers a protected territory and a favorable work/life balance. Horace Mann, founded in 1945, specializes in providing nationwide benefits to public sector employees. Through our partnerships with reputable associations, unions, and administrations, we offer exceptional opportunities for individuals seeking a lucrative sales profession with no cold-calling, prospecting, or lead buying challenges. Horace Mann is looking for individuals who want to work with purpose. Being part of our organization means you can empower educators and others who serve the community to receive better benefits and financial stability. Responsibilities Become a licensed life and health insurance agent Work alongside top agents in a supportive, results-driven environment Participate in hands-on training and mentorship programs to grow your skills and advance your career Set meetings with schools, fire stations, municipalities, and more to present products Submit sales reports and applications in a timely manner Perform other follow-up and administrative tasks as needed Requirements Strong communication skills Self-motivated Highly interpersonal Outgoing Service-oriented What we offer We deliver your leads – you drive the results You work during normal business hours, so no nights, weekends, or holidays All the training and support you need Experience the freedom to work independently, with no office requirements and no cap on your income Our team manages the admin — you focus on driving results and growing your career Please use the following scheduling link to select a convenient time to discuss: Schedule a call here #vizi# #Ll-JM1 #WiseBenefits

Horace Mann is looking for individuals who want to work with purpose. Being part of our organization means you can empower educators and others who serve the community to receive better benefits and financial stability. The Wise Benefits™ product suite captures the supplemental benefit offerings of Horace Mann's Worksite Division. These policies help offset the costs major medical insurance may not cover. Support the heroes in our schools and communities by helping them achieve financial peace of mind. Responsibilities Become a licensed life and health insurance agent Work alongside top agents in a supportive, results-driven environment Participate in hands-on training and mentorship programs to grow your skills and advance your career Set meetings with schools, fire stations, municipalities, and more to present products Submit sales reports and applications in a timely manner Perform other follow-up and administrative tasks as needed Requirements Strong communication skills Self-motivated Highly interpersonal Outgoing Service-oriented What we offer We deliver your leads – you drive the results You work during normal business hours, so no nights, weekends, or holidays All the training and support you need Experience the freedom to work independently, with no office requirements and no cap on your income Our team manages the admin — you focus on driving results and growing your career Please use the following scheduling link to select a convenient time to discuss: https://calendly.com/kendall-lading #vizi# #LI-KL1 #WiseBenefits

Horace Mann is looking for individuals who want to work with purpose. Being part of our organization means you can empower educators and others who serve the community to receive better benefits and financial stability. The Wise Benefits™ product suite captures the supplemental benefit offerings of Horace Mann's Worksite Division. These policies help offset the costs major medical insurance may not cover. Support the heroes in our schools and communities by helping them achieve financial peace of mind. Responsibilities Become a licensed life and health insurance agent Work alongside top agents in a supportive, results-driven environment Participate in hands-on training and mentorship programs to grow your skills and advance your career Set meetings with schools, fire stations, municipalities, and more to present products Submit sales reports and applications in a timely manner Perform other follow-up and administrative tasks as needed Requirements Strong communication skills Self-motivated Highly interpersonal Outgoing Service-oriented What we offer We deliver your leads – you drive the results You work during normal business hours, so no nights, weekends, or holidays All the training and support you need Experience the freedom to work independently, with no office requirements and no cap on your income Our team manages the admin — you focus on driving results and growing your career Schedule a call here #vizi# #Ll-JM1 #WiseBenefits

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Humana
📍 Kalamazoo• $31.8K – $123.8K/yr
Just now

Become a part of our caring community With over 10 million sales interactions annually, Humana understands that while great products are important, it's the quality of our service that truly defines us. We know that when our members and prospects have delightful and memorable experiences, it strengthens their connection with us and enables us to put their Health First. After all, a health services company that has multiple ways to improve the lives of its customers is uniquely positioned to put those customers at the center of everything it does. The MarketPoint Career Channel Team is looking for accomplished Medicare Sales Field Agents. This is a field-based role, and you must live in the designated territory to serve their local community. As part of a collaborative team of 8–12 Medicare Sales Field Agents, you'll work under the guidance of a Senior Manager and Regional Director who are committed to your success. Together, you will help bring Humana's strategy to life: Deliver on the fundamentals, differentiate through exceptional service, and grow by expanding our reach and influence. What You'll Do in This FIELD-based Role: Deliver: Build trust and educate individuals on Humana's Medicare Advantage plans and additional offerings like Life, Dental, Vision, and Prescription coverage. Differentiate: Create meaningful, face-to-face connections through grassroots marketing, community events, and in-home visits—providing a personalized experience that sets Humana apart. Grow: Drive self-generated sales, meet performance goals, and expand Humana's presence in the market by becoming a valued resource and building relationships in your community. Benefits include: Medical, Dental, Vision, and a variety of other supplemental insurances Paid Time Off (

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Humana
📍 Lansing• $31.8K – $123.8K/yr
Just now

Become a part of our caring community With over 10 million sales interactions annually, Humana understands that while great products are important, it's the quality of our service that truly defines us. We know that when our members and prospects have delightful and memorable experiences, it strengthens their connection with us and enables us to put their Health First. After all, a health services company that has multiple ways to improve the lives of its customers is uniquely positioned to put those customers at the center of everything it does. The MarketPoint Career Channel Team is looking for accomplished Medicare Sales Field Agents. This is a field-based role, and you must live in the designated territory to serve their local community. As part of a collaborative team of 8–12 Medicare Sales Field Agents, you'll work under the guidance of a Senior Manager and Regional Director who are committed to your success. Together, you will help bring Humana's strategy to life: Deliver on the fundamentals, differentiate through exceptional service, and grow by expanding our reach and influence. What You'll Do in This FIELD-based Role: Deliver: Build trust and educate individuals on Humana's Medicare Advantage plans and additional offerings like Life, Dental, Vision, and Prescription coverage. Differentiate: Create meaningful, face-to-face connections through grassroots marketing, community events, and in-home visits—providing a personalized experience that sets Humana apart. Grow: Drive self-generated sales, meet performance goals, and expand Humana's presence in the market by becoming a valued resource and building relationships in your community. Benefits include: Medical, Dental, Vision, and a variety of other supplemental insurances Paid Time Off (

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Humana
📍 Grand Rapids• $31.8K – $123.8K/yr
Just now

Become a part of our caring community With over 10 million sales interactions annually, Humana understands that while great products are important, it's the quality of our service that truly defines us. We know that when our members and prospects have delightful and memorable experiences, it strengthens their connection with us and enables us to put their Health First. After all, a health services company that has multiple ways to improve the lives of its customers is uniquely positioned to put those customers at the center of everything it does. The MarketPoint Career Channel Team is looking for accomplished Medicare Sales Field Agents. This is a field-based role, and you must live in the designated territory to serve their local community. As part of a collaborative team of 8–12 Medicare Sales Field Agents, you'll work under the guidance of a Senior Manager and Regional Director who are committed to your success. Together, you will help bring Humana's strategy to life: Deliver on the fundamentals, differentiate through exceptional service, and grow by expanding our reach and influence. What You'll Do in This FIELD-based Role: Deliver: Build trust and educate individuals on Humana's Medicare Advantage plans and additional offerings like Life, Dental, Vision, and Prescription coverage. Differentiate: Create meaningful, face-to-face connections through grassroots marketing, community events, and in-home visits—providing a personalized experience that sets Humana apart. Grow: Drive self-generated sales, meet performance goals, and expand Humana's presence in the market by becoming a valued resource and building relationships in your community. Benefits include: Medical, Dental, Vision, and a variety of other supplemental insurances Paid Time Off (

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H
Humana
📍 Muskegon• $31.8K – $123.8K/yr
Just now

Become a part of our caring community With over 10 million sales interactions annually, Humana understands that while great products are important, it's the quality of our service that truly defines us. We know that when our members and prospects have delightful and memorable experiences, it strengthens their connection with us and enables us to put their Health First. After all, a health services company that has multiple ways to improve the lives of its customers is uniquely positioned to put those customers at the center of everything it does. The MarketPoint Career Channel Team is looking for accomplished Medicare Sales Field Agents. This is a field-based role, and you must live in the designated territory to serve their local community. As part of a collaborative team of 8–12 Medicare Sales Field Agents, you'll work under the guidance of a Senior Manager and Regional Director who are committed to your success. Together, you will help bring Humana's strategy to life: Deliver on the fundamentals, differentiate through exceptional service, and grow by expanding our reach and influence. What You'll Do in This FIELD-based Role: Deliver: Build trust and educate individuals on Humana's Medicare Advantage plans and additional offerings like Life, Dental, Vision, and Prescription coverage. Differentiate: Create meaningful, face-to-face connections through grassroots marketing, community events, and in-home visits—providing a personalized experience that sets Humana apart. Grow: Drive self-generated sales, meet performance goals, and expand Humana's presence in the market by becoming a valued resource and building relationships in your community. Benefits include: Medical, Dental, Vision, and a variety of other supplemental insurances Paid Time Off (

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Humana
📍 Louisville• $37.4K – $96.8K/yr
5 days ago

Become a part of our caring community Humana invites MBA and other advanced-degree students to join its Summer 2027 Internship Program. This immersive experience allows students to contribute to meaningful, enterprise-level work across a range of business functions, engage with executive leaders, and develop the skills and perspective needed for a successful healthcare career after graduation. We are seeking purpose-driven leaders who demonstrate intellectual curiosity, agility, sound judgment, and a high degree of emotional intelligence. Strong candidates embrace complex challenges, navigate ambiguity confidently, and are motivated to shape the future of healthcare. MBA Enterprise Growth Internship opportunities are available across several strategic areas, including: CenterWell Pharmacy Marketing Strategy Consumer Digital Consumer Strategy MarketPoint Experience Strategy Sales Strategy Across these strategic areas, interns help translate priorities into action through strategic planning, product and digital innovation, cross-functional coordination, business case development, process improvement, customer and member experience enhancement, and transformation support. Interns may contribute to initiatives such as supplemental benefits strategy, onboarding and differentiation planning, digital activation, CRM and service experience redesign, pharmacy marketing, agent and member experience improvements, and sales or go-to-market strategy. These roles are designed to support high-priority enterprise goals by improving efficiency, advancing innovation, strengthening execution, and delivering greater value for members, partners, and the business. Location and work arrangement: This is a 12-week, in-person internship based primarily at Humana’s headquarters in Louisville, KY, with limited opp

financerecruitmentCRM
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HopSkipDrive
📍 United States• Remote
4mo ago

About HopSkipDrive At HopSkipDrive, our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation. Through our marketplace, we connect kids to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts across the country. Founded by three moms as a solution to their own transportation challenges, we've now facilitated more than five million rides across over over 20states. We continue to grow rapidly — earning a spot on the Inc. 5000 list numerous times and the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M to date. How we work We use AI every day, and not as a productivity add-on. It's woven into how we work at every level. We're rethinking how work gets done, who does what, and what a small team can accomplish. If you've already built AI into how you work, you'll hit the ground running. If you haven't, you'll need to be ready to learn fast and work differently than you have before. Who We Are We are a driven, mission-focused team, passionate about transforming transportation through innovation and impact. Rather than just selling a service, we build lasting partnerships with school districts and government agencies, solving their toughest challenges with our vetted CareDriver marketplace and cutting-edge solutions. As a Revenue team, our goal is clear: drive revenue growth, deliver value to our clients, and redefine what’s possible in mobility—while making a meaningful difference for those who need it most. As Strategic Account Executives, we provide this value to net-new prospective business partners in particular by telling the HopSkipDrive story, connecting our unique value propositions to their needs, creating urgency, and closing the deal to bring the solutions to reality. We achieve this by challenging the status quo and pus

REMOTEaisalesforceExcel
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HopSkipDrive
📍 United States• Remote• $90K – $100K/yr
4mo ago

About HopSkipDrive At HopSkipDrive, our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation. Through our marketplace, we connect kids to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts across the country. Founded by three moms as a solution to their own transportation challenges, we've now facilitated more than five million rides across over over 20states. We continue to grow rapidly — earning a spot on the Inc. 5000 list numerous times and the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M to date. How we work We use AI every day, and not as a productivity add-on. It's woven into how we work at every level. We're rethinking how work gets done, who does what, and what a small team can accomplish. If you've already built AI into how you work, you'll hit the ground running. If you haven't, you'll need to be ready to learn fast and work differently than you have before. Who We Are: We are a driven, mission-focused team, passionate about transforming transportation through innovation and impact. Rather than just selling a service, we build lasting partnerships with school districts and government agencies, solving their toughest challenges with our vetted CareDriver marketplace and cutting-edge solutions. As a Revenue team, our goal is clear: drive revenue growth, deliver value to our clients, and redefine what's possible in mobility-while making a meaningful difference for those who need it most. The Sr. Regional Account Manager (RAM) is responsible for day-to-day account management and long-term account strategy across a Tier 1 book of business. This role owns retention, expansion, and overall account health while serving as the strategic quarterback for complex districts. The Sr. RAM leads account-level s

REMOTEaisalesforceExcel
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HopSkipDrive
📍 United States• Remote• $85K – $90K/yr
4mo ago

About HopSkipDrive At HopSkipDrive, our mission is to create opportunity for all through mobility. We're the leader in safe, fast, and simple supplemental student transportation. Through our marketplace, we connect kids to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts across the country. Founded by three moms as a solution to their own transportation challenges, we've now facilitated more than five million rides across over over 20states. We continue to grow rapidly — earning a spot on the Inc. 5000 list numerous times and the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M to date. How we work We use AI every day, and not as a productivity add-on. It's woven into how we work at every level. We're rethinking how work gets done, who does what, and what a small team can accomplish. If you've already built AI into how you work, you'll hit the ground running. If you haven't, you'll need to be ready to learn fast and work differently than you have before. Who We Are We are a driven, mission-focused team, passionate about transforming transportation through innovation and impact. Rather than just selling a service, we build lasting partnerships with school districts and government agencies, solving their toughest challenges with our vetted CareDriver marketplace and cutting-edge solutions. As a Revenue team, our goal is clear: drive revenue growth, deliver value to our clients, and redefine what’s possible in mobility — while making a meaningful difference for those who need it most. The Role The Regional Account Manager (RAM) is responsible for day-to-day account management and long-term account strategy across a Tier 2 book of business. This role owns retention, expansion, and overall account health while serving as the strategic quarterback for complex districts. With support from Regional Sales

REMOTEaisalesforceExcel
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