Tupelo, MS • (18.8 miles) • Full Time • 9/23/2026

Join Our Compassionate Team at Summit Business GroupPosition: Direct Sales RepresentativeNumber of Openings: 1 Territory Sales Position AvailableAbout Us: At Summit Business Group, we're more than just an insurance agency. We're a growing family dedicated to offering superior supplemental benefits plans to small and medium-sized businesses and their employees. We prioritize building genuine connections and providing empathetic support to everyone we serve. If you thrive in roles where your efforts help improve the lives of others, we're looking for someone like you to fill our Direct Sales Representative role.The Role: As a Direct Sales Representative, you will enjoy the autonomy to manage your own schedule, working hours that coincide with the business hours of the clients you serve. Your

Pontotoc, MS • (34.7 miles) • Full Time • 9/15/2026

Teachers & Educators Ready for a Different Kind of ImpactOutside Sales RepresentativeEntry-LevelImpact Insurance Agency | Full-Time | Independent Contractor | Local TerritoryBring Your Experience Into a New SettingIf you've spent time in education or coaching, you already know how much heart, energy, and dedication it takes to guide others. Many of our representatives come from classrooms, athletic programs, and mentoring roles where they cared deeply about the people they served but eventually started looking for a path that offered more flexibility, professional growth, and long-term earning potential.This opportunity allows you to keep using your communication skills, leadership presence, and ability to connect with people just in a setting where your schedule, growth, and results are m

Tupelo, MS • (18.8 miles) • Full Time • 9/8/2026

Join Our Team at True North Group!Position: Direct Sales RepresentativeNumber of Openings: 1 Territory Sales Position AvailableAbout Us: At True North Group, we’re more than just an insurance agency – we’re dedicated to offering helpful insurance plans to small and medium-sized businesses and their employees. We believe in building real connections and providing great support. If you enjoy helping people and building lasting relationships, we want you to join us as a Direct Sales Representative.The Role: As a Direct Sales Representative at True North Group, you’ll have the freedom to set your own schedule. You’ll work during the hours that fit the businesses you’re helping. Your main job will be building strong relationships with business owners and their teams. You’ll get to know their ne

Tupelo, MS • (18.8 miles) • Full Time • 9/6/2026

Company Overview At Executive Financial Partners, we believe in hard work, integrity, and building a career that matters. Our mission is to equip individuals with the training and resources to succeed while making a real difference in the lives of families, employees, and business owners. We encourage a culture rooted in responsibility, growth, and servicewhere personal success goes hand in hand with serving others.Role Summary We're seeking dependable, goal-oriented individuals who are ready to build a respected career in supplemental health insurance. This entry-level opportunity is ideal for those who take pride in helping others, thrive in fast-paced environments, and are committed to personal and professional development.Position Overview As a licensed insurance representative, you'll

Tupelo, MS • (18.8 miles) • Full Time • 9/6/2026

We're on a mission to empower our clients and foster the growth of our team. As we venture into new local markets, we seek disciplined individuals craving income control, work-life balance, and opportunities for personal development. Our goal is to find someone aligned with our core values of Ownership, Growth, and Service.Position Description:As a newly hired sales professional, you'll join our comprehensive sales training program, blending online classes with hands-on field training and mentorship in your assigned area. Your field trainer will cover basic sales cycles and advanced techniques. Prior sales experience is appreciated but not required; we will always prioritize training the right person.You'll manage your local territory, engaging with small to medium-sized businesses across

Tupelo, MS • (18.8 miles) • Full Time • 9/6/2026

Our culture is built on ownership, competition, and continuous improvement. At Alpine Legacy Group, the people who thrive are the ones who set high standards and help others rise to them.We serve families and small businesses with supplemental health insurance that provides real protection. We’re hiring leaders who can develop new agents, execute proven systems, and build a team that wins together.What You’ll DoTrain and mentor new agents in both sales skills and field executionDevelop people through coaching, accountability, and performance feedbackWork with clients, business owners, and employees to educate on supplemental health coverageMaster proven systems and teach them with clarity and convictionDrive results for yourself and your team through high standards and consistent activityW

New Albany, MS • (38.6 miles) • Full Time • 9/30/2026

Entry-Level Outside Sales Representative Teachers, Coaches & Educators WelcomeCompany: Impact Insurance AgencyPay: $65,000–$85,000 average first-year income | Commission + Optional 6-Week Base DrawSchedule: Full-Time | Independent ContractorIndustry: Supplemental Insurance | B2B Outside SalesLocation: Local Territory | In-PersonA Career Path for People Who Naturally Support OthersMany educators and coaches reach a moment where they want to keep helping people grow just in a new environment that offers flexibility, professional development, and long-term earning potential.At Impact Insurance Agency, we partner with local businesses to provide supplemental insurance solutions that support employees and their families during life's unexpected moments. Teachers, mentors, and trainers often fin

Tupelo, MS • (18.8 miles) • Full Time • 9/16/2026

Join Our Dynamic Team at Summit Business GroupPosition: Direct Sales LeaderNumber of Openings: 1 Territory Sales Leadership Position AvailableAbout Us: Summit Business Group isn't just an insurance agency; we're a close-knit family committed to delivering top-tier supplemental benefits plans to small and medium-sized businesses and their employees. Our culture revolves around fostering genuine connections and offering empathetic support to all we serve. If you thrive in roles where your contributions directly impact the well-being of others, then our Direct Sales Leader role is tailor-made for you.The Role: We believe in leadership by example anda Direct Sales Leader, you'll have the opportunity to lead by example while fast-tracking into a position where you'll train and mentor others. Le

Tupelo, MS • (18.8 miles) • Full Time • 9/22/2026

Position: Direct Insurance Sales RepresentativeNumber of Openings: 1 Territory Sales Position AvailableAbout Us:At Summit Business Group, we're not just another insurance agency. We're a powerhouse, committed to delivering top-notch supplemental benefits plans to small and medium-sized businesses. We thrive on strength, resilience, and the drive to succeed. If you're a natural leader who thrives on challenges and wants to be part of a winning team, we want you as our Direct InsuranceSales Representative.The Role: As a Direct Insurance Sales Representative, you will be in control, managing your schedule and driving your success. You'll connect with business owners and key decision-makers, showcasing your ability to understand their needs and offer superior insurance solutions that stand out

New Albany, MS • (38.6 miles) • Full Time • 9/15/2026

Sales Representative Helping Educators Make an Impact Beyond the ClassroomOutside Sales RepresentativeImpact Insurance Agency | Full-Time | Independent Contractor | Local TerritoryA New Chapter for Professionals Who Guide OthersAfter years in the classroom, on the field, or in coaching, many educators and coaches realize they want to continue making a meaningful impact but in a role that offers more balance, autonomy, and long-term growth.At Impact Insurance Agency, we work with local businesses to provide supplemental insurance solutions that help employees and their families feel secure when life throws the unexpected. For professionals coming from education, coaching, or mentorship roles, this work leverages the skills you already have: teaching, guiding, listening, and helping people m

Tupelo, MS • (18.8 miles) • Full Time • 9/18/2026

Join Our Dynamic Team at Summit Business GroupPosition: Lead Direct Outside Sales RepresentativeNumber of Openings: 1We are seeking a high achiever who can first and foremost distinguish themselves as a valuable member of our sales force. We are experiencing tremendous growth and ideally, candidates will embody a "leadership by example" mindset. Our top priority is finding someone who aligns with our mission: to help people grow and become a better version of themselves, and help them achieve their goals.This role is a perfect fit for someone who is:Results-driven, autonomous, and flexibleAccustomed to setting goals, creating plans, and carrying out the plan to reach the goalCompetitive, hard-working, and good at initiating actionExcels at motivating themselves as well as othersThinks outs