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American Road Group
London, KY 40741 • (29.7 miles) • Full Time • 10/4/2026
Description: American Road Group is seeking an enthusiastic Sales Associate at Wildcat Harley-Davidson in London, KY!SummaryAre you a Harley-Davidson enthusiast? Want to share that passion and enthusiasm with others? This could be the opportunity for you. Never worked in Sales? No problem! We will provide you with all the training you will need to help you succeed. Potential candidates must be willing to provide the highest level of customer service in fitting our customers with the perfect Harley of their dreams and their personal riding needs. Candidates must be highly motivated, high energy and honest. Position is Full-Time and Commission based with extensive benefits.Why You'll Love this Role• Competitive commission-based pay.• Employee discounts on motorcycles, merchandise and parts!•Summit Business Group
Somerset, KY • (6.7 miles) • Full Time • 10/2/2026
Position: - Sales Representative and Field TrainerAbout Us: We are looking for current or former athletes with a competitive mindset. Summit Insurance is on the lookout for driven individuals to join our dynamic sales team as Trainers. This isn't just about selling our top-notch supplemental insurance products; it's about mastering our sales process and stepping into a role where you'll both grow your own business and mentor others in the field. At Summit, we believe in rewarding your "leave it all on the field" mentality. Your hard work and dedication will be directly reflected in your paycheck, making every sale feel like a win. Forget the typical office grindour days are spent out in the field, meeting clients, building relationships, and always feeling the camaraderie of a supportive tTrue North Group LLC.
Somerset, KY • (6.7 miles) • Full Time • 10/1/2026
Join Our Team at True North Group!Position: Field Sales RepresentativeNumber of Openings: 1 Territory Role AvailableWho We AreAt True North Group, we believe that when people are protected, they perform betterand that starts with you. We're a team of driven professionals helping small and mid-sized businesses offer top-tier supplemental insurance to their employees. Our mission is simple: protect families, empower communities, and build careers with real purpose.This role is for someone ready to get out from behind the desk and into the fieldmeeting face-to-face with business owners, presenting to employee groups, and building long-term relationships based on trust and service.Expect to:Meet with small business owners and decision-makersPresent benefit packages to groups of employeesGuideExecutive Financial Partners LLC
Somerset, KY • (6.7 miles) • Full Time • 9/27/2026
Company Overview: At Executive Financial Partners, we're looking for licensed insurance sales professionals who take ownership of their careers. Driven, results-focused professionals who are ready to accelerate into leadership excel here.Position Description: As a Sales Representative, you'll manage your territory, build strong relationships with business owners, and drive sales of supplemental health insurance. Using our training and tools, you'll take full control of your results while contributing to a high-performing team.High achievers are fast-tracked to mentor and lead others, helping shape the success of the team while advancing their own career. This role is ideal for those ready to step up, lead by example, and make a measurable impact.Core Responsibilities:Meet with business ownAlleviation Enterprise LLC
Somerset, KY • (6.7 miles) • Full Time • 9/27/2026
Our company is actively seeking driven individuals who are eager to embark on a rewarding journey in the sales industry. This entry-level opportunity is perfect for those with or without prior sales experience. Our extensive training program ensures that all team members receive the support they need to excel.Joining our team means embracing a culture of determination, ambition, and passion. You'll find yourself surrounded by like-minded individuals who thrive on challenge and are committed to personal and professional growth. This role offers the autonomy to manage your own schedule and conquer new territories, making each day dynamic and exciting. If you're ready to make a meaningful impact while enjoying independence and endless opportunities for advancement, we want to hear from you!PoHelping Hearts USA LLC
Somerset, KY 42503 • (13 miles) • Full Time • 9/26/2026
Job DescriptionJob Description:\n\nBusiness Development Representative (BDR)Helping Hearts: Expanding Our Impact Together Employment Type: Full-time, salaried position with commissionWork Environment: Field-based with extensive local Remote Status: This is not a work-from-home positionHiring Status: Immediate consideration for qualified candidatesTurn Relationships Into Growth and Growth Into Meaningful Care Are you an experienced relationship builder who knows how to open doors, generate opportunities, and transform professional connections into long-term partnerships? Helping Hearts USA LLC is seeking energetic, self-motivated, goal-oriented, organized, creative, and highly communicative Business Development Representatives to support our continued growth throughout the United States. WeCleft Of The Rock, Inc.
Somerset, KY • (6.7 miles) • Full Time • 9/25/2026
B2B Sales RepresentativeAbout UsAt Cleft of the Rock, we help businesses and individuals secure supplemental insurance solutions that protect what matters most. Our team values achievement, relationships, and making a tangible impact. We provide an environment where ambitious, driven professionals can thrive while helping others succeed.Your RoleAs a B2B Sales Representative, you will combine your ambition with your natural ability to connect with others. You'll work directly with business owners, managers, and decision-makers to provide insurance solutions that meet their needs and deliver results. Success in this role comes from building trust, guiding clients, and achieving measurable outcomes.Key Responsibilities:Develop strong relationships with businesses and their employees in yourAlpine Legacy Group
Somerset, KY • (6.7 miles) • Full Time • 9/21/2026
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 activityWShift - Actions, Perspective, Future
Williamsburg, KY • (30.5 miles) • Full Time • 9/21/2026
Job Description The SHIFT Marketing Internship is an opportunity like no other. Here you will have the opportunity to learn and develop crucial skills in sales, persuasion, work ethic, and professional communication. Completing the SHIFT internship will allow you to fill your resume with real numbers, data and professional experiences. These accomplishments you will have throughout the SHIFT internship will demonstrate and boast the skills you have acquired as you move forward with your career. Don’t wait, get a head start and SHIFT your future today! Responsibilities & ExpectationsDevelop, refine and master sales skills in order to generate revenueLearn how to effectively use sales technologies such as CRM’sSuccessfully engage with clients and provide necessary support for successPromoteThe Impact Insurance Agency
Jamestown, KY • (24.5 miles) • Full Time • 9/20/2026
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 mEverstory Partners
Somerset, KY 42503 • (13 miles) • Full Time • 9/15/2026
Description: About the RoleEstimated first-year earnings range:$55,000 to $70,000Uncapped commission and earnings.Training Pay of $18.00 per hour for 6 weeks.This position sells pre-need and at-need funeral services and inventory as well as cemetery services, property and merchandise.The Sales Counselor assists families with funeral selections and attends services.Leads are generated through a combination of walk-ins, inbound calls and proactive lead generation and prospecting.Why EverstoryAt Everstory Partners, our mission is to create supportive spaces where individuals and families can find solace, meaning, and hope in the midst of loss. At the heart of our mission is a deep understanding of the profound and complex nature of grief. Every person’s journey through loss is unique, and weKENTUCKY CLIMATE CONTROL LLC
Corbin, KY 40701 • (25.6 miles) • Full Time • 9/15/2026
Benefits:401(k)Bonus based on performanceCompany carCompetitive salaryHealth insurancePaid time offBenefits/PerksCompetitive CompensationPaid Time OffCareer Growth OpportunitiesJob Summary We are seeking a highly motivated and energetic Outside Sales Representative to join our team. In this role, you will generate leads, attract new clients, and close deals. Your responsibilities will include creating and submitting sales reports, building rapport with new and existing customers within your territory, evaluating their needs, and negotiating successful deals. The ideal candidate has an outgoing personality, exceptional customer service and negotiation skills, and a strong desire to close deals. ResponsibilitiesDevelop rapport and build relationships with existing and potential customersTravCarbliss
Somerset, KY 42501 • (10.9 miles) • Full Time • 9/10/2026
Brand AmbassadorA Brand Ambassador is an Independent ContractorAbout the Role SNFood & Beverage is seeking independent contractors to help promote our products and increase brand awareness at various events. As a Brand Ambassador, you will have the opportunity to represent the brand in your own style while sharing product information and samples with consumers. Opportunities may include in-store samplings, bar/restaurant events, and community or festival appearances.How It Works As an independent contractor, you will have access to a list of upcoming promotional opportunities. You choose the events and hours that work best for your schedule.Possible Engagement Activities(varies by event)Share product and brand information with event attendees.Invite consumers to sample products and answerWorldwide Equipment Enterprises Inc
Somerset, KY 42501 • (10.9 miles) • Full Time • 9/10/2026
POSITION SUMMARYTravels to customer locations to promote, quote and sell products and services offered by the company. Develops sales plans based on knowledge gained on sales calls, implements those plans to achieve a greater market penetration. Utilizes Time and Territory management skills to efficiently canvas the territory and ensure that the bulk of time spent is spent with customers. Works with customers to ascertain future Parts, Service, Truck and technology needs.ESSENTIAL DUTIES and RESPONSIBILITIES• Utilizes knowledge of Territory and Customer to establish and continually revise: o Time and Territory Scheduling o Sales Planning o Weekly Promotions o Vendor supported selling and training • Implements and executes on all planning, scheduling and promotions. • Sees every customer at
KOHLS
London, KY 40741 • (29.7 miles) • Part Time • 9/28/2026
About the RoleIn this role, you will deliver excellent customer service in point of sale and customer services processes while focusing on consistent execution and operational efficiency. You will deliver speed of service transactions while creating a compelling customer experience.What You’ll DoEngage customers by greeting them and offering assistance with products and services, operate a cash register, scan items, bag merchandise and properly handle different methods of paymentAccurately and efficiently execute point of sale and customer service standards based on company guidelines providing courteous, friendly, fast and efficient serviceMeet or exceed individual goals (e.g., credit, loyalty)Support inventory accuracy through accurate completion of all required point of sale and merchanFeeders Pet Supply
Somerset, KY 42501 • (10.9 miles) • Full Time • 10/1/2026
Here are Feeders Pet Supply our mission is quite simple – to offer the best pet products possible, to help pet parents with any questions they may have, and to give back to the communities we serve. We hope that you can be a part of that goal as a member of our team! As a sales associate here, you can have the satisfaction of helping a pet parent find the perfect pet food for their furry pal, help a kid learn about how to take care of their new hamster, or find a solution for a pet parent who's dog needs some training. Don't worry about not knowing anything about pet care – with our employee training programs you'll be recommending products in no time!We expect all our customers to receive the best customer experience possible and all our team members are there to make that happen. From grGameStop Inc
Somerset, KY 42501 • (10.9 miles) • Full Time • 9/30/2026
Working under direct guidance and supervision, the Seasonal Sales Associate supports the store team on a short-term basis by consistently delivering outstanding guest service experiences in a sales culture that utilizes elements of GameStop's buy, sell, trade, and reservation business model, known as the Circle of Life. The Seasonal Sales Associate will participate in the day-to-day operations of the store during peak sales days, with a primary focus on sales, store maintenance, and customer service activities. The ideal candidate must prioritize customer satisfaction and be available to work during peak seasonal sales days. ESSENTIAL JOB DUTIES AND RESPONSIBILITIES • Provide best-in-class customer service by promptly greeting guests, assisting them with their video gaming needs, recommendBaum's Boots
Somerset, KY 42501 • (10.9 miles) • Full Time • 9/29/2026
Benefits:Employee discountsFlexible scheduleFree uniformsTraining & developmentJob Summary - Part Time Position We are a Small Private Business: We are seeking a friendly and service-oriented Sales Associate to join our team! As a Sales Associate, you will assist customers with their shopping needs and ensure excellent shopping experience. Responsibilities may include working the register, stocking shelves, processing inventory, and maintaining the store’s appearance. The ideal candidate will have previous experience in customer service and knowledge of cash register operation. Description:Customer service: Greeting Customers and Engaging in Conversation to help and build customer loyalty. Single most important part of this position is understanding the importance of the Customers who visiCleft Of The Rock, Inc.
Corbin, KY • (29.1 miles) • Full Time • 9/30/2026
Field Trainer & Sales RepresentativeAbout UsAt Cleft of the Rock, we provide businesses and individuals with supplemental insurance solutions that protect what matters most. Our team is built on reliability, support, and collaboration, creating a culture where dedicated professionals can thrive while helping others feel secure.Your RoleAs a Field Trainer & Sales Representative, you will guide clients through insurance solutions and also support and train team members to succeed. This role is perfect for someone who values structure, consistency, and being a dependable resource for both clients and colleagues.Key Responsibilities:Meet with business owners, managers, and employees to present insurance solutionsConduct group presentations and one-on-one consultationsBuild and manage a personaTrue North Group LLC.
Somerset, KY • (6.7 miles) • Full Time • 9/24/2026
Join Our Team at True North Group!Position: Outside Sales Representative and TrainerNumber of Openings: 1 Territory Leadership Position AvailableAbout UsAt True North Group, we do more than offer supplemental insurancewe empower people. We partner with small and mid-sized businesses to provide benefit solutions that protect what matters most: their employees and families. But just as importantly, we invest in our own team. If you have a passion for helping others succeed, leading by example, and building strong client relationships, we want you on our side as anOutside Sales Representative and Trainer.The RoleAs an Outside Sales Representative and Trainer, you'll be a cornerstone of our team in your local territory. You'll be out in the field each weekselling to business owners, presentingExecutive Financial Partners LLC
Somerset, KY • (6.7 miles) • Full Time • 9/20/2026
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'llAlleviation Enterprise LLC
Somerset, KY • (6.7 miles) • Full Time • 9/20/2026
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 acrossSummit Business Group
Somerset, KY • (6.7 miles) • Full Time • 9/16/2026
Summit is searching for an exceptional individual to join our team in an Entry Level Direct Sales position, tailored specifically for those with a background in retail or transitioning from the military. We recognize the value of your unique experiences and skills, making this opportunity ideal for individuals who are ready to embark on a new career path. Position Overview: As an Entry Level Direct Sales Associate at Summit, you'll play a pivotal role in establishing connections with business owners and key decision-makers within small to medium-sized businesses. Your mission, once fully trained, will be to hit the ground running, independently navigating your sales territory, engaging directly with clients, and showcasing why Summit's insurance solutions stand out from the crowd. Your knaAlpine Legacy Group
Somerset, KY • (6.7 miles) • Full Time • 9/15/2026
At Alpine Legacy Group, we don’t wait for successwe create it. If you have drive, discipline, and the willingness to compete, you can build a powerful career here. Experience doesn’t matter. Work ethic does. We specialize in supplemental health insurance, helping families and small businesses protect what matters most, and we want people ready to step up and perform.We’re expanding fast and looking for entry-level individuals who want a role where resultsnot tenuredetermine how far they go. Here, you control your income, your schedule, and your long-term trajectory. We provide proven training and a winning environmentyou bring the effort.What You’ll DoTrain directly with top performers who show you exactly how to win.Meet with families and business owners to offer supplemental health insurThe Impact Insurance Agency
Jamestown, KY • (24.5 miles) • Full Time • 9/10/2026
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 findGameStop Inc
Corbin, KY 40701 • (25.6 miles) • Full Time • 9/30/2026
Working under direct guidance and supervision, the Seasonal Sales Associate supports the store team on a short-term basis by consistently delivering outstanding guest service experiences in a sales culture that utilizes elements of GameStop's buy, sell, trade, and reservation business model, known as the Circle of Life. The Seasonal Sales Associate will participate in the day-to-day operations of the store during peak sales days, with a primary focus on sales, store maintenance, and customer service activities. The ideal candidate must prioritize customer satisfaction and be available to work during peak seasonal sales days. ESSENTIAL JOB DUTIES AND RESPONSIBILITIES • Provide best-in-class customer service by promptly greeting guests, assisting them with their video gaming needs, recommendThe Impact Insurance Agency
Williamsburg, KY • (30.5 miles) • Full Time • 9/30/2026
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 mCleft Of The Rock, Inc.
Corbin, KY • (29.1 miles) • Full Time • 9/16/2026
Insurance Sales Representative Entry-LevelAbout UsAt Cleft of the Rock, we believe that helping others comes first. We provide supplemental insurance solutions to businesses and individuals, helping them feel supported and protected during life's unexpected moments.Our culture is built on empathy, integrity, and service. We value team members who are thoughtful, compassionate, and motivated by making a positive impact on the people they serve.Your RoleAs an Entry-Level Insurance Sales Representative, you'll connect with clients to understand their needs and help guide them toward solutions that provide security and peace of mind. You'll work with both business owners and individual clients, creating a positive and supportive experience throughout the process.What You'll Do:Build relationshAlleviation Enterprise LLC
Somerset, KY • (6.7 miles) • Full Time • 9/15/2026
We stand as a top-performing Agency within our company, with seven consecutive years of double-digit growth in new sales. As we advance, we seek to recruit a strong leader possessing exceptional self-awareness, poised to drive our continued expansion while upholding and reinforcing our steadfast commitment to personal excellence and professional achievement.Responsibilities:Your objective is to master our sales process within a remarkable six month timeframean achievement typically requiring up to a year. Yet, you are more than just a sales professional; you are a trailblazer prepared to challenge conventions and redefine the benchmarks of achievement in the supplemental insurance industry. As you cultivate and expand your market presence, your role will transition to that of a mentor, impExecutive Financial Partners LLC
Somerset, KY • (6.7 miles) • Full Time • 9/15/2026
Company OverviewAt Executive Financial Partners, we are a growth-driven organization committed to empowering our clients while developing high-performing professionals. As we expand into new local markets, we're looking for motivated individuals who want control over their income, flexibility in their schedule, and long-term growth. Our culture is built on Ownership, Growth, and Service.Position OverviewThis role is designed for individuals ready to build a sales career with full training and mentorship. You'll complete structured classroom learning and hands-on field training while working closely with a dedicated sales leader. Prior sales experience is helpful, but not requiredwe train the right person.You'll manage a local territory, meet face-to-face with business owners, and deliver sSummit Business Group
Somerset, KY • (6.7 miles) • Full Time • 9/9/2026
Company:Summit Business GroupPosition:Direct Sales RepresentativeNumber Of Openings:1 Territory SalesAbout Us:Summit Business Group is a rapidly growing insurance agency committed to providing outstanding supplemental benefits plans to small and medium-sized businesses and their employees. With a focus on excellence and leadership, we are seeking an enthusiastic Direct Sales Representative to join our dynamic and competitive team.The Day To Day Role:As a Direct Sales Representative at Summit Business Group, you will have the freedom to plan your own work schedule and set your working hours each week. Because your primary goal is to establish connections with business owners and key decision-makers at small and medium-sized businesses within your sales territory through in-person sales callTrue North Group LLC.
Somerset, KY • (6.7 miles) • Full Time • 9/7/2026
Join Our Team at True North Group!Position: Sales Agent TraineeNumber of Openings: 1 Territory Sales Position AvailableBreak Into Sales with PurposeLooking to launch your career in a role where your results directly impact your paycheck. At True North Group, we believe the best salespeople aren't born -they're trained. If you're hungry to learn, ready to hustle, and eager to grow into something more, we'll give you the tools to make it happen.If you're looking for more than a job something that offers real growth, real income potential, and the chance to make a difference this could be it.Your Day-to-Day Will Include:Meeting with individuals and teams in personPresenting workplace supplemental insurance benefits and protecting familiesFollowing up and generating leads and building your ownAlpine Legacy Group
Somerset, KY • (6.7 miles) • Full Time • 9/6/2026
At Alpine Legacy Group, we believe in people their stories, their goals, and their potential. We help protect families, nurture leaders, and build meaningful careers grounded in integrity, growth, and purpose. Every day, we show up with heart, lead with passion, and celebrate the wins big and small.We’re growing fast and looking for motivated, service-minded individuals who want more out of life more freedom, more impact, and more personal fulfillment.The RoleAs a Client Consultant, you’ll learn, grow, and earn all at once. Our training blends mentorship, real-world experience, and personalized support from leaders who genuinely care about your success. You’ll gain the confidence, skills, and tools to build a lasting career while making a difference in your community.You’ll manage your ownGameStop Inc
London, KY 40741 • (29.7 miles) • Full Time • 9/30/2026
Working under direct guidance and supervision, the Seasonal Sales Associate supports the store team on a short-term basis by consistently delivering outstanding guest service experiences in a sales culture that utilizes elements of GameStop's buy, sell, trade, and reservation business model, known as the Circle of Life. The Seasonal Sales Associate will participate in the day-to-day operations of the store during peak sales days, with a primary focus on sales, store maintenance, and customer service activities. The ideal candidate must prioritize customer satisfaction and be available to work during peak seasonal sales days. ESSENTIAL JOB DUTIES AND RESPONSIBILITIES • Provide best-in-class customer service by promptly greeting guests, assisting them with their video gaming needs, recommendSummit Business Group
Somerset, KY • (6.7 miles) • Full Time • 10/2/2026
Join Our GrowingTeam at Summit Business GroupPosition: Direct Outside Sales LeaderAbout Us: At Summit Business Group, we're more than just an insurance agencywe're a supportive family dedicated to providing exceptional supplemental benefits plans to small and medium-sized businesses and their employees. Our culture focuses on building authentic connections and offering compassionate support to everyone we serve. If you're passionate about making a meaningful impact on others' lives, our Direct Outside Sales Leader role could be the perfect fit for you!The Role: As a Direct Outside Sales Leader, you'll have the exciting opportunity to inspire and guide a team while quickly advancing your career. You'll leverage your sales experience to implement our proven sales strategies and ensure seamleExecutive Financial Partners LLC
Corbin, KY • (29.1 miles) • Full Time • 9/27/2026
Company Overview:Executive Financial Partners provides supplemental health insurance solutions that protect families, individuals, and businesses from the unexpected. We combine industry expertise with a straightforward, client-first approachdelivering real protection. We're growing into new territories and seeking disciplined individuals who want to take ownership of their career and work in an environment where performance is recognized and rewarded.Position Overview:We hire for potential, not just experience. You don't need a background in salesour training program covers licensing, product knowledge, and proven client acquisition strategies. What matters is your ability to follow a system, communicate clearly, and stay consistent.Core Responsibilities:Meet with business owners and deciAlpine Legacy Group
Corbin, KY • (29.1 miles) • Full Time • 9/27/2026
At Alpine Legacy Group, we don’t wait for success to show upwe build it with our own two hands. This is a place for those who believe in hard work, personal responsibility, and the kind of grit that built this country from the ground up. Experience is appreciated, but it’s not what defines you here. What matters most is your characteryour resilience, your drive, and your ability to lift others higher. We proudly serve families and small to medium sized businesses through supplemental health insurance, protecting what matters most. Now, we’re looking for strong leaders ready to step forward and train the next generation.We’re growing quickly and searching for trainers who want more than a positionthey want purpose. This role is for someone who thrives on developing people, sharpening skillAlleviation Enterprise LLC
Corbin, KY • (29.1 miles) • Full Time • 9/27/2026
We’re growing our sales team and looking for a driven, energetic individual to join us and take their career to the next level! While prior experience in sales or leadership is a plus, it's not requiredwe're seeking the best fit for our team and company culture, regardless of your background. At Alleviation, we embrace the values of Ownership, Growth, and Service.We're dedicated to your success and offer an extensive training program that includes virtual classes and hands-on mentoring in your assigned sales territory. Your mentor will guide you through the entire sales process and share advanced techniques to help you excel. Although your main focus will be making sales calls and supporting clients in your local area, we also offer optional sales weeks with travel opportunities to work alTrue North Group LLC.
London, KY • (31.5 miles) • Full Time • 9/25/2026
Join Our Team at True North GroupPosition: Sales Representative, Entry-LevelNumber of Openings: 1 Territory Sales Position AvailableAbout UsAt True North Group, we believe great careers are built on real relationships. We're a people-first supplemental insurance agency focused on helping small and mid-sized businesses protect what matters most: their families and employees. Whether you're just starting your professional journey or looking for a fresh start, this entry-level sales opportunity is the perfect launchpad. We'll give you the training, tools, and support to succeedno prior insurance experience needed.The RoleAs an Entry-Level Sales Representative, you'll get to know local businesses in your territory, learn about their employee benefit needs, and offer supplemental insurance planCleft Of The Rock, Inc.
Corbin, KY • (29.1 miles) • Full Time • 9/15/2026
Field Sales ProfessionalAbout UsAt Cleft of the Rock, we help businesses and individuals secure supplemental insurance solutions that protect what matters most. Our culture is built on compassion, trustworthiness, and dedication, creating an environment where caring, conscientious professionals can thrive while making a meaningful impact.Your RoleAs a Field Sales Professional, you will work directly with business owners, managers, and individual clients to provide insurance solutions that meet their needs and give them peace of mind. You will focus on supporting others with honesty and commitment, building trust, and fostering relationships that last.Key Responsibilities:Visit businesses and meet with decision-makers and employees in personPresent insurance solutions tailored to client neeThe Impact Insurance Agency
Williamsburg, KY • (30.5 miles) • Full Time • 9/15/2026
Sales Representative Educators & Coaches Transition RoleCompany: Impact Insurance AgencyCompensation: $75,000$95,000 per year (draw pay, commissions, and bonuses)Schedule: MondayFriday, weekends as neededLocation: Remote/Hybrid | Local B2B SalesType: Full-Time | Independent ContractorIndustry: Supplemental Insurance | B2B Outside SalesA New Chapter for Leaders Who Guide OthersMany teachers, coaches, and educators develop strong leadership instincts the ability to communicate clearly, guide groups with confidence, and help people move forward. At Impact Insurance Agency, those strengths translate into a professional sales career built on relationships, ownership, and meaningful impact.We partner with local businesses to provide supplemental insurance solutions that support employees and the