Shepherdsville, KY • (32.9 miles) • Full Time • 9/18/2026

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 t

Elizabethtown, KY • (36 miles) • Full Time • 10/5/2026

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!Po

Elizabethtown, KY • (36 miles) • Full Time • 9/20/2026

Company Overview:At Executive Financial Partners, we help businesses and individuals protect what matters most with premium supplemental health insurance benefits. Our team is built for high performerspeople who take ownership, embrace challenges, and deliver measurable results. We're looking for a Lead Sales Representative who thrives in a fast-paced, results-driven environment, someone who can lead by example while building meaningful relationships with business owners and decision-makers in their territory.Position Description:In this role, you'll balance closing your own sales while mentoring and guiding your team to achieveand exceedtheir goals. We want experienced, driven professionals with a proven track record of success. You'll receive hands-on training, direct mentorship from top

Elizabethtown, KY • (36 miles) • Full Time • 9/15/2026

Join the Alpine Legacy GroupEmpower People. Build a Career. Leave a Legacy.At Alpine Legacy Group, we help families protect what matters most and we help our team members grow into the best version of themselves. As we expand into new markets, we’re looking for driven, community-minded individuals who want to take charge of their income, enjoy flexibility, and make a lasting impact.The RoleAs an Outside Sales Representative, you’ll start with hands-on training that combines online learning, field mentorship, and real-world experience in your local area. You’ll partner with a field trainer who will walk you through everything from sales basics to client relationships. No prior sales experience is required we provide all the training you’ll need, as long as you bring the right attitude and s

Nicholasville, KY • (38.2 miles) • Full Time • 10/6/2026

Join the Alpine Legacy GroupWin Big. Lead Boldly. Leave a Legacy.At Alpine Legacy Group, we do more than provide supplemental insurance we develop people. We help protect families, grow leaders, and build careers grounded in hard work, integrity, and ownership. We move with intention, aim for excellence, and take pride in every success.We’re expanding into new markets and looking for self-driven people who want more more growth, more freedom, and more impact.The RoleAs a Sales Professional, you’ll earn while you learn. Our training is all-in real field experience, personal mentorship, and hands-on coaching from proven leaders. We’ll teach you the system, sharpen your skills, and push you to become elite.You’ll own your local territory building relationships with business owners, running me

Nicholasville, KY • (38.2 miles) • Full Time • 9/15/2026

Company Overview: At Executive Financial Partners, we provide supplemental health insurance solutions that help families, individuals, and small businesses prepare for life's unexpected challenges. Our team is built for driven professionals who take pride in their work, embrace challenges, and are committed to making a meaningful impact for their clients. We value discipline, results, and integrity, offering a career where your efforts directly shape your success.Position Description: As a Direct Sales Representative, you'll take ownership of your territory by building relationships with business owners and individuals, understanding their needs, and delivering tailored insurance solutions. You'll have access to comprehensive training, proven strategies, and ongoing support to help you exc

Nicholasville, KY • (38.2 miles) • Full Time • 9/15/2026

Senior Sales Representative & Training Mentor at Alleviation – Lead, Inspire, Educate, and SucceedAlleviation: Cultivating Leadership and ExpertiseAt Alleviation, we distinguish ourselves in the insurance industry by fostering leadership and innovation. We're looking for a seasoned professional who embodies our mission of leading by example. If you have a rich background in sales, customer service, or in roles requiring dynamic interaction like the military, sports, healthcare, teaching, or first responders, and possess experience in leadership, management, training, or teaching with a profound commitment for mentoring, you are the ideal candidate for this impactful role.The Role: Blending Sales Mastery with MentorshipAs a Senior Sales Representative at Alleviation, your role transcends ty

Nicholasville, KY • (38.2 miles) • Full Time • 9/15/2026

At Alpine Legacy Group, we believe anyone with drive and determination can build a strong careerno experience required. We specialize in supplemental health insurance, helping families and small to medium sized businesses protect what matters most. If you’re willing to learn, work hard, and show up with purpose, you can build a career here that grows as fast as you do.As we continue to expand, we’re looking for entry-level individuals eager to step into a role with real growth potential. You’ll have the freedom to influence your income, your schedule, and your long-term pathsupported by strong training and a team that wants you to win.What You’ll DoTrain side-by-side with experienced mentors who teach you step-by-step.Meet with families and business owners to introduce supplemental health

Louisville, KY • (40.3 miles) • Full Time • 9/15/2026

We are currently in search of an ambitious and self-disciplined individual who is eager to enter the dynamic and competitive field of sales. This position is designed for those at an entry level, and while prior sales experience is appreciated, it is not a requirement. We offer comprehensive and continuous training, providing support to both newcomers and experienced sales professionals alike. Individuals should have a dedication to helping people, a resilient attitude, adaptability, and the ability to overcome challenges; as these are traits essential for your success.Alleviation’s culture is grounded in our sales teams – individuals who are disciplined, hungry for success, and passionate. This is a meaningful career with independence and substantial growth opportunities.Position Overview