Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Sales Representative and Trainer

$85k - $105k

Cleft of the Rock, Inc.

Job Description

Job Description

Sales Representative & Trainer

About Us

At Cleft of the Rock , we provide supplemental insurance solutions that help businesses and individuals feel confident and secure. Our team values steadiness, collaboration, and care , fostering an environment where professionals who naturally support and guide others can thrive.

Your Role

As a Sales Representative & Trainer , you will help clients navigate insurance options while also mentoring and supporting your teammates. This role is ideal for someone who is patient, reliable, and focused on creating positive experiences for others. You'll combine hands-on sales with coaching to help your team grow and succeed.

Key Responsibilities:

  • Meet with business owners, managers, and employees to present insurance solutions

  • Conduct individual and group presentations (small meetings or teams of 50+ employees)

  • Build and maintain a book of business

  • Guide and support new team members, helping them develop their skills

  • Follow up on leads, schedule appointments, and maintain strong client relationships

  • Work with management to set achievable goals and support team success

What We Offer

  • Comprehensive training and mentorship to support your growth

  • Weekly draw pay plus commissions and bonuses

  • Incentives including cash rewards, stock options, and recognition programs

  • Opportunities for professional development and advancement

  • A collaborative, supportive culture where teamwork and client care come first

Who You Are

  • Calm, supportive, and patient, with a natural ability to guide and help others

  • Service-oriented and motivated by making a positive impact

  • Reliable, collaborative, and focused on steady progress

  • Licensed in Health & Life or willing to obtain a license (reimbursement provided)

Company: Cleft of the Rock
Compensation: $85,000 - $105,000 per year with draw pay, commissions, and bonuses as an independent contractor
Schedule: MondayFriday, weekends as needed
Location: Remote/Hybrid, business-to-business and individual sales

Join Us

This is a career where you can support clients, help your team grow, and make a meaningful impact every day. Cleft of the Rock provides the resources, culture, and support you need to succeed as a Sales Representative & Trainer .

Learn more:

Vacancy posted 8 days ago
Similar jobs that could be interesting for youBased on the Sales Representative and Trainer in Nicholasville, KY vacancy
  • $85k - $105k

     ...Job Description Job Description Sales Representative & Trainer Lead, Influence, Dominate Your Market Company: Compass Business Group Pay: $85,000$105,000 per year (draw pay, commissions, bonuses) Schedule: MondayFriday, weekends as needed Location: In... 
    Suggested
    Weekly pay
    Weekend work

    The Compass Business Group

    Versailles, Jessamine County, KY
    26 days ago
  • $85k - $105k

     ...Job Description Job Description Field Trainer & Sales Representative About Us At 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... 
    Suggested
    Weekly pay
    For contractors
    Weekend work

    Cleft of the Rock, Inc.

    Lexington, KY
    6 days ago
  • Job Description Job Description InstaSwim is looking to hire professional and experienced private swim instructors to teach swim lessons in our clients private homes & community pools all within your location & surrounding cities! We supply the clients, you set the...
    Suggested

    InstaSwim LLC

    Versailles, Jessamine County, KY
    11 days ago
  •  ...CDL A Driver Lease Trainer Mentor New program for drivers who want to train drivers while leasing their truck We lease a Pete 579 Cummins engine with zero down and no credit check Only 2 deductions truck payment, and 1 deduction for insurance You get... 
    Suggested
    Traineeship

    Bobcat Transport

    Lexington, KY
    4 days ago
  •  ...Job Description Job Description Description: Summary/Objective As Sales Representative, your primary purpose is to service customers through the sales and merchandising of products while utilizing customer service and teamwork methodologies to drive success. This... 
    Suggested
    Seasonal work
    Work at office
    Local area

    C C CLARK INC

    Versailles, Jessamine County, KY
    6 days ago
  •  ...seeking a motivated and self-disciplined individual eager to enter the competitive yet highly rewarding field of supplemental insurance sales. We provide comprehensive training and continuous support for both newcomers and seasoned sales professionals. This is an entry-... 
    Weekly pay
    Work experience placement
    Local area

    Alleviation Enterprise LLC

    Nicholasville, KY
    7 days ago
  • $35k - $70k

     ...Training & development Position Summary Are you a B2B sales hunter and sales professional looking to make the jump beyond...  ...with the #1 company and best technology? The Major Account Sales Representative OTE last year was between $150K-$255K ! Culligan rents the... 
    Work at office
    Monday to Friday
    Flexible hours

    Culligan 48MN

    Versailles, Jessamine County, KY
    a month ago
  •  ...Job Description Job Description Position: Sales Representative Entry-Level Company Overview: Join Summit Business Group, where we turn ambition and determination into success in the thriving world of insurance sales. At Summit, we believe in a collaborative... 
    Weekly pay
    Full time
    Work experience placement
    Local area

    Summit Business Group

    Nicholasville, KY
    a month ago
  • $150k - $300k

     ...Job Description Job Description In-Home Sales Representative - Bath ExpertsJoin an Award-Winning Sales Team! Bath Experts, a 4x Top Workplace Award Winner, is hiring dynamic In-Home Sales Representatives to join our thriving team. This is an opportunity for driven... 
    Local area
    Flexible hours
    Weekend work
    Afternoon shift

    Bath & Cabinet Experts

    Nicholasville, KY
    7 days ago
  •  ...Job Description Job Description Company: Summit Business Group Position: Sales Representative Number Of Openings: 1 Territory Sales Join our dynamic sales team at Summit where we reward your drive and determination. Current or former athletes... 
    Weekly pay
    Work experience placement

    Summit Business Group

    Nicholasville, KY
    16 days ago
  •  ...Job Description Job Description Summit is on the lookout for an individual to join our team in an Entry Level Direct Sales position. This role is tailored for someone who has at least 5 years of previous full-time work experience in any profession. At Summit, we value... 
    Weekly pay
    Full time
    Work experience placement

    Summit Business Group

    Nicholasville, KY
    23 days ago
  • $69k

     ...others: provide valuable advice and services. Effective Communication Skills: your ability to connect with others is crucial. Sales or customer service experience is advantageous but not mandatory. Your Qualifications: Laptop or computer with camera is required... 
    Remote job
    Full time
    Work from home
    Flexible hours

    HMG Careers

    Versailles, Jessamine County, KY
    a month ago
  • $140k

     ...Description Job Description ISS-KY is seeking a highly motivated Sales Manager focused on new business acquisition. This is a true...  ...for customer meetings, site visits, and industry events Represent ISS-KY professionally in the marketplace Key Performance Indicators... 
    Contract work

    Integrated Security Solutions, LLC

    Nicholasville, KY
    15 days ago
  • $65k - $85k

     ...Job Description Job Description Entry-Level Sales Representative Ideal for First Responders Company: Compass Business Group Pay: $65,000$85,000 per year (average) | Commission + optional 6-week base draw Type: Full-Time | Independent Contractor Industry... 
    Full time
    For contractors
    Local area
    Immediate start

    The Compass Business Group

    Versailles, Jessamine County, KY
    5 days ago
  •  ...Description & Requirements Maximus is currently seeking a Virtual Trainer 1 (Remote) for our FEMA, CSR classes.This position provides training to a variety of audiences with varying levels of experience, knowledge, and roles within a contact center. This position is responsible... 
    Remote job
    Full time
    Contract work
    Temporary work
    Immediate start
    Home office
    Flexible hours
    Shift work
    Night shift
    Day shift

    Maximus

    Lexington, KY
    2 days ago
  •  ...flexibility, and make a lasting impact. The Role As an Outside Sales Representative, you’ll start with hands-on training that combines online...  ...experience in your local area. You’ll partner with a field trainer who will walk you through everything from sales basics to... 
    Work experience placement
    Local area
    Flexible hours

    Alpine Legacy Group

    Nicholasville, KY
    21 days ago
  •  ...mentorship. Meet with business owners and families to introduce supplemental coverage that creates real financial security. Master sales systems, build relationships, and become a trusted name in your community. Set personal goals, hit them, and push for the next... 
    Weekly pay

    Alpine Legacy Group

    Nicholasville, KY
    21 days ago
  •  ...LEAD TRAINER Team Burn Kentucky Burn Boot Camp #GodsOurCEO | #WeBeforeMe | #MemberObsessed...  ...Actively contribute to membership sales strategy and member experience...  ...highlights, and brand content authentically Represent Team Burn Kentucky positively and professionally... 
    Hourly pay
    Day shift
    Afternoon shift
    Early shift

    Burn Boot Camp

    Lexington, KY
    1 day ago
  •  ...Job Description Job Description Position: Trainer - Sales and Leadership Representative About Us: Welcome to Summit Insurance, where we elevate not just your career, but your life! We're a vibrant and forward-thinking insurance company with a mission to protect... 
    Weekly pay
    Work experience placement

    Summit Business Group

    Nicholasville, KY
    26 days ago
  • A leading demolition firm is seeking a Traveling Site Safety Specialist to join its team. The role involves 100% travel to various job sites for inspections, safety training, and developing health and safety plans. The ideal candidate must have a strong knowledge of OSHA...

    DiGeronimo Companies

    Lexington, KY
    1 day ago
  • Job Description Job Description Game Facilitator - Full and Part time Activate is a state of the art facility with a wide variety of gaming experiences. You and your group enter inside a video game experience and become the players to actively and mentally complete...
    Hourly pay
    Full time
    Part time
    Local area
    Flexible hours
    Weekend work
    Afternoon shift

    Activate Games

    Lexington, KY
    25 days ago
  • Job Description Job Description Benefits: Flexible schedule Training & development Perks of the Job Free unlimited BODYBAR Pilates membership Competitive pay + performance-based bonuses Opportunities for growth within a fast-growing brand Discounts...
    Flexible hours

    BODYBAR Pilates - Palomar

    Lexington, KY
    23 days ago
  • $87k - $107k

    Why Hibu? Are you looking for an Outside Sales position with unlimited earning potential in a flourishing industry? Are you looking...  ...you! What you will be responsible for as an Outside Sales Representative: Selling Digital Marketing solutions through a partnership... 
    Full time
    Work at office
    Immediate start
    Home office

    Hibu

    Versailles, Jessamine County, KY
    2 days ago
  • Job Description Job Description Salary: 12.50 Part-Time including Weekends and Evenings The Little Gym Lexington East Lexington, KY Are you ready for some good, clean fun? Join our team! We are looking for an energetic, kid-loving individual to positively...
    Part time
    Summer work
    Afternoon shift

    JMMT Enterprises

    Lexington, KY
    11 days ago
  • $12.5 per hour

    Job Description Job Description Salary: $12.50 The Little Gym Lexington East - Lexington, KY The Little Gym of Lexington East is looking for an energetic, enthusiastic individual interested in joining our team. We are excited to have someone join us as we help...
    Weekend work
    Afternoon shift

    JMMT Enterprises

    Lexington, KY
    6 days ago
  • Job Description Job Description Benefits: Employee discounts Flexible schedule Free uniforms Opportunity for advancement Training & development Are you looking for a great gig where the work is actually fun? Do you want to work somewhere you can get...
    Work experience placement
    Flexible hours
    Night shift

    Goldfish Swim School - Lexington

    Lexington, KY
    10 days ago
  • $15 per hour

    Job Description Job Description Benefits: Employee discounts Flexible schedule Free uniforms Opportunity for advancement Training & development Swim Instructor @ Goldfish Swim School Make a Splash & Build Your Resume! Pay: $15.00 per hour Schedule...
    Hourly pay
    Local area
    Flexible hours
    Weekend work

    Goldfish Swim School - Lexington

    Lexington, KY
    14 days ago
  • Job Description Job Description Make Waves and Change Lives - Be a Swim Teacher at Diventures! Do you have a passion for the water and a heart for teaching? Are you ready to make a splash in the lives of kids and families? At Diventures, we're more than just a swim...

    Diventures

    Lexington, KY
    8 days ago
  • Job Description Job Description Skip the line and apply on our website: -a-proAbout Us TeachMe.To is the leading peer-to-peer lessons marketplace, on a mission to connect independent Swimming coaches in Lexington-Fayette with aspiring players. As a fast-growing ...
    Immediate start
    Flexible hours

    TeachMe.To

    Lexington, KY
    11 days ago
  • Job Description Job Description About the Role: As an Employment Specialist/Job Coach at Employment Solutions, you will play a crucial role in helping job seekers with disabilities find and maintain employment. You will be responsible for providing individualized...
    Local area
    Monday to Friday
    Afternoon shift

    Employment Solutions Inc

    Lexington, KY
    26 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Sales Representative and Trainer. Be the first to apply!