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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. You'll be out in the field each weekselling to business owners, presenting to groups of employees, and training new agents as they begin their careers.

Join Our Team at True North Group!Position: Outside Sales Representative and TrainerNumber of Openings: 1 Territory Leadership Position Available<div></div>About 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, presenting to groups of employees, and training new agents as they begin their careers. Your role is part mentor, part high-performing sales representative, and fully invested in both personal and team success.You'll lead from the front by building your own client base, then guide others as they build theirscoaching, role-playing, and troubleshooting along the way. This is a dynamic, boots-on-the-ground leadership role with plenty of room to grow.What We're Looking ForProven experience in outside sales or business-to-business salesExperience mentoring, coaching, or training others in a sales settingAbility to present clearly and confidentlywhether 1-on-1 or to a room of 50+Strong organizational skills, follow-through, and CRM usageA desire to serve, support, and grow those around youA Health & Life general lines license, or the ability to obtain one within 90 days (we'll help with this process)Position OverviewThis is a hybrid role combining outside sales and field leadership. Weekly responsibilities include:Meeting with business owners to understand their needs and offer tailored insurance plansDelivering engaging benefit presentations to employee groupsFollowing up with clients and supporting them through claims and coverage questionsShadowing new reps in the field and providing hands-on sales trainingRunning call reviews, prep sessions, and debriefs with new team membersHelping new reps track progress and set weekly activity goalsCollaborating with your manager to build a strong, successful sales teamMaintaining and growing your own book of business while guiding others to do the sameWe OfferLeadership Training: Hands-on support to grow your leadership skills and train effectively in the fieldWeekly Draw Pay: Reliable income with bonuses and commissions starting on day onePerformance-Based Incentives: Quarterly and annual trips, cash bonuses, stock share awards, and lifetime-vested renewal commissionsCareer Advancement: Clear paths into senior leadership, regional expansion, or training roles as you developCollaborative Culture: A team that celebrates wins, shares knowledge, and grows togetherFlexible Hours: Build your schedule around client needs and your team's availabilityAdditional QualificationsBachelor's degree or equivalent experience in sales, leadership, or coachingExperience using CRM software (we use Salesforce)A coachable, positive attitude and a desire to help others winStrong time management and communication skillsLead from the FrontIf you're ready to grow your career while guiding others toward success, this is your chance to make a lasting impact. At True North Group, you won't just lead a teamyou'll help shape the future of our company.Apply now and start building something meaningful.https://www.thetruenorthgroupllc.com<div></div><div></div>

True North Group LLC.

Outside Sales Representative and Trainer

Business-to-Business (B2B)

Coaching

Communication Skills

Customer Relations

Customer Relationship Management (CRM)

Field Sales

Follow Through

Identify Issues

Insurance

Leadership

Mentoring

Needs Assessment

Organizational Skills

Presentation/Verbal Skills

Project Tracking

Sales

Set Goals

Team Player

Time Management

Training/Teaching

AcquireTM

Our team values integrity, responsibility, and a genuine desire to serve, creating a culture where professionals who care about doing the right thing and helping others can thrive. Cleft of the Rock provides the tools, training, and culture you need to succeed as an Insurance Sales Representative & Trainer.

YEAR

<h3>Insurance Sales Representative & Trainer</h3><hr/>About UsAt Cleft of the Rock, we provide businesses and individuals with supplemental insurance solutions that protect what matters most. Our team values integrity, responsibility, and a genuine desire to serve, creating a culture where professionals who care about doing the right thing and helping others can thrive.<hr/>Your RoleAs an Insurance Sales Representative & Trainer, you will combine your commitment to excellence with a service-minded approach. You will guide clients through insurance solutions with clarity and care, ensuring they understand their options and feel confident in their decisions. You will also mentor and support your team, helping them succeed while upholding high standards.Key Responsibilities:<ul><li>Meet with business owners, managers, and employees to present insurance solutions clearly and thoughtfully</li><li>Conduct individual consultations and group presentations for teams of various sizes</li><li>Build and maintain your own book of business with careful attention to client needs</li><li>Train and mentor new team members, providing guidance with both professionalism and support</li><li>Follow up on leads, maintain client relationships, and ensure a positive experience for every client</li><li>Collaborate with management to set goals, track performance, and uphold best practices</li></ul><hr/>What We Offer<ul><li>Comprehensive training and mentorship focused on excellence and service</li><li>Weekly draw pay, plus commissions and bonuses</li><li>Incentives including cash rewards, stock options, and recognition programs</li><li>Opportunities for career advancement and professional growth</li><li>A structured, supportive environment where quality, integrity, and client care are valued</li></ul><hr/>Who You Are<ul><li>Principled, detail-oriented, and committed to serving clients and team members with excellence</li><li>Reliable, ethical, and motivated by helping others make the right decisions</li><li>Professional, patient, and skilled at building trust while maintaining high standards</li><li>Independent yet collaborative, with a focus on meaningful impact</li><li>Licensed in Health & Life or willing to obtain a license (reimbursement provided)</li></ul><hr/>Company:Cleft of the Rock Compensation:$85,000 - $105,000 per year withdraw pay, commissions, and bonuses Schedule:MondayFriday, weekends as needed Location:In-person, business-to-business and individual salesJoin UsThis is a career where you can serve clients, support your team, and make a lasting impact while upholding high standards. Cleft of the Rock provides the tools, training, and culture you need to succeed as an Insurance Sales Representative & Trainer.<div><a href="https://www.thecleftoftherock.com/?utm_source=chatgpt.com" rel="nofollow">Learn more:</a><a href="https://www.thecleftoftherock.com/?utm_source=chatgpt.com" rel="nofollow">www.thecleftoftherock.com</a></div>

Cleft of the Rock, Inc.

Insurance Sales Representative and Trainer

Best Practices

Customer Experience

Customer Support/Service

Detail Oriented

Develop and Maintain Customers

Healthcare Reimbursement

Insurance Sales

People Management

Performance Analysis

Performance Goal Setting

Team Building

If you're an EMT, firefighter, or first responder, you're already skilled at teaching, leading, and supporting your team under pressure and that same talent can create a fulfilling civilian career. Channel your dedication, discipline, and commitment to service into a civilian career where you protect clients, mentor teammates, and make a meaningful impact every day.

Sales Representative & Trainer Serve, Mentor, and Make an Impact Company: Compass Business Group Pay: $85,000$105,000 per year (draw pay, commissions, bonuses) Schedule: MondayFriday, weekends as needed Location: In-person | Local B2B and individual sales<hr/>About the Role At Compass Business Group, we're seeking mission-driven professionals who thrive on guiding, coaching, and developing others. If you're an EMT, firefighter, or first responder, you're already skilled at teaching, leading, and supporting your team under pressure and that same talent can create a fulfilling civilian career.As a Sales Representative & Trainer, you'll train and mentor new teammates, sharing your knowledge, strategies, and insights to help them succeed. At the same time, you'll build relationships with clients and provide supplemental insurance solutions that protect families and businesses. This is a career where your ability to teach, support, and inspire others is just as important as the results you achieve, and where helping others grow is a core part of your mission.<hr/>Your Mission<ul><li>Build and maintain strong relationships with local business owners and clients </li><li>Conduct individual and group presentations (150+ attendees) to deliver tailored solutions </li><li>Mentor and support new team members, helping them develop skills and confidence </li><li>Manage appointments, follow-ups, and schedules with professionalism and precision </li><li>Collaborate with leadership to set and achieve team and personal goals </li></ul><hr/>What We Offer<ul><li>Comprehensive training and ongoing mentorship no prior sales experience required </li><li>Weekly draw pay, plus unlimited commissions, bonuses, and performance incentives </li><li>Opportunities for advancement, including leadership and trainer roles </li><li>Recognition programs, incentive trips, and cash or stock rewards </li><li>A mission-focused, collaborative culture built on trust, service, and shared purpose </li></ul><hr/>Who You Are<ul><li>Bold, resilient, and motivated by helping others succeed </li><li>Calm under pressure with strong problem-solving and decision-making skills </li><li>Professional, empathetic, and a natural mentor for others </li><li>Licensed in Health & Life Insurance (or willing to obtain) </li><li>EMT, firefighter, or first responder experience is a plus your courage and service mindset are highly valued </li></ul><hr/>Join the Team Channel your dedication, discipline, and commitment to service into a civilian career where you protect clients, mentor teammates, and make a meaningful impact every day. Compass Business Group is ready to support your success.<a href="https://www.compass-fhl.com/" rel="nofollow">Learn more: https://www.compass-fhl.com/</a><div></div><div></div>

The Compass Business Group

Sales Representative & Trainer – Serve, Mentor, and Make An Impact

EMT-Paramedics

Firefighting

Health Insurance

Incentive Programs

Life Insurance

Problem Solving Skills

If you're ready to transition your leadership and coaching skills into a civilian career that's purpose-driven and financially rewarding, we'll help you make that move with confidence. You'll work directly with clients to provide coverage solutions while also coaching and developing new team members to achieve success.

<h3>Sales Representative & Trainer Leadership Opportunity (In-Person | Local Territory)</h3>Company: Compass Business Group Compensation: $85,000$105,000 per year (Draw Pay + Commission + Bonuses) Schedule: MondayFriday (occasional weekends as needed) Employment Type: Full-Time | Independent Contractor<hr/><h3>About Us</h3>At Compass Business Group, we help individuals, families, and businesses protect what matters most through supplemental insurance solutions. Our culture is built on service, discipline, and leadership values we proudly share with many of our team members who are veterans or former public servants.If you're ready to transition your leadership and coaching skills into a civilian career that's purpose-driven and financially rewarding, we'll help you make that move with confidence.<hr/><h3>About the Role</h3>As a Sales Representative & Trainer, you'll combine relationship-building and leadership to make a lasting impact. You'll work directly with clients to provide coverage solutions while also coaching and developing new team members to achieve success.This is a mission-driven, people-centered role where your discipline, communication skills, and mentorship can transform lives including your own.<hr/><h3>What You'll Do</h3><ul><li>Train, coach, and mentor new sales representatives </li><li>Build and maintain strong relationships with clients and business owners </li><li>Conduct individual and group presentations (from 1100+ attendees) </li><li>Manage your appointments, follow-ups, and goals with professionalism </li><li>Collaborate with leadership to drive team growth and success </li><li>Build a personal book of business while ensuring client satisfaction </li></ul><hr/><h3>What We Offer</h3><ul><li>Comprehensive training and ongoing mentorship for both you and your team </li><li>Weekly draw pay, plus commissions, bonuses, and incentive programs </li><li>Licensing support and reimbursement for Life & Health Insurance </li><li>Advancement opportunities and pathways to leadership roles </li><li>Recognition programs, incentive trips, and stock options for top performers </li><li>A supportive, mission-focused culture that values teamwork and service </li></ul><hr/><h3>Who You Are</h3><ul><li>A veteran or transitioning service member seeking a civilian career with purpose </li><li>Confident, calm under pressure, and naturally inclined to lead and mentor others </li><li>Driven by service, integrity, and helping others reach their potential </li><li>Professional communicator who thrives in team-oriented environments </li><li>Licensed in Health & Life Insurance (or willing to obtain we'll cover your licensing costs!) </li></ul><hr/><h3>Why Compass</h3>At Compass Business Group, your leadership still has a mission. You'll protect families, mentor future leaders, and build a meaningful career where your service mindset is your greatest asset.? Apply today to start your next chapter with a team that values purpose, growth, and excellence. Learn more:<a href="https://www.compass-fhl.com/" rel="nofollow">https://www.compass-fhl.com/</a><div></div><div></div>

Sales Representative & Trainer – Leadership Opportunity (In-Person | Local Territory)

Customer Satisfaction

Licensing

Top Sales Rep

Trainer Jobs in Meridian, MS

Trainer Jobs in Meridian, MS

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Trainer Jobs in Meridian, MS

Outside Sales Representative and Trainer True North Group LLC.

Insurance Sales Representative and Trainer Cleft of the Rock, Inc.

Sales Representative & Trainer – Serve, Mentor, and Make An Impact The Compass Business Group

Sales Representative & Trainer – Leadership Opportunity (In-Person | Local Territory) The Compass Business Group

Resume Resources