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 16 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 Military & Law Enforcement Friendly Company: Compass Business Group Pay: $85,000$105,000 per year (draw pay, commissions, bonuses) Schedule: MondayFriday, weekends as needed Location: In-person... 
    Suggested
    Weekly pay
    Weekend work

    The Compass Business Group

    Versailles, Jessamine County, KY
    2 days ago
  •  ...Job Description Job Description Join Our Team at True North Group! Position: Outside Sales Representative and Trainer Number of Openings: 1 Territory Leadership Position Available About Us At True North Group, we do more than offer supplemental insurancewe... 
    Suggested
    Weekly pay
    Local area
    Flexible hours

    True North Group LLC.

    Nicholasville, KY
    7 days ago
  •  ...CDL A Driver Lease Trainer 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 paid 1.45... 
    Suggested
    Traineeship

    Bobcat Transport

    Lexington, KY
    5 days ago
  •  ...salary ~ Employee discounts ~ Flexible schedule ~ Free uniforms ~ Paid time off ~ Profit sharing Recruiter and Fitness Sales Specialist (Appointment Setting & Membership Sales) Benefits & Perks Paid Time Off Free membership to a state-of-the-art... 
    Suggested
    Flexible hours

    D1 Training - West Lexington

    Lexington, KY
    24 days ago
  • 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 schedule! With the ability to choose...
    Suggested
    Contract work

    InstaSwim LLC

    Versailles, Jessamine County, KY
    2 days ago
  •  ...managing a capped book of business and start building your own. Best Version Media offers a high-performance, turn‑key opportunity for sales professionals who thrive on the hunt. Own a local territory, drive new business, and build a multichannel marketing portfolio with... 
    For contractors
    Local area
    Home office

    Best Version Media

    Versailles, Jessamine County, KY
    4 days ago
  •  ...DC Trainer Training responsibilities will focus on newly hired associates; the trainer will also be expected to cross-train and provide refresher training as needed or as requested by Leadership. During periods where no training is required, the DC trainer will perform... 
    Flexible hours

    Galls LLC

    Lexington, KY
    3 days ago
  •  ...local marketing business. Best Version Media offers a unique opportunity for relationship-driven professionals to launch a localized sales business built on trust and connection. You aren't just selling marketing solutions; you're providing a voice for local businesses... 
    For contractors
    Local area
    Home office

    Best Version Media

    Nicholasville, KY
    1 day ago
  • $40 per hour

    Job Description Job Description Position: Personal Life Coach / Academic Support Coach Location: Flexible (In-Person Preferred) Hours: 5–10 hours per week Pay: $40 per hour About the Role We are seeking a compassionate, dependable, and organized Personal...
    Hourly pay
    Part time
    10 hours per week
    Flexible hours

    S. Akbar Hasan, MD PA

    Lexington, KY
    6 days ago
  •  ...basketball training across the United States. We're expanding our team and looking for professional and experienced private basketball trainers to conduct lessons for players of all ages. As part of our team, you'll travel to local parks, basketball courts, or directly to... 
    Local area
    Flexible hours

    Balr

    Versailles, Jessamine County, KY
    9 days ago
  •  ...team that always delivers! Why Join Us?: Sell essential, recession-resistant services Represent a trusted brand with high customer retention Be part of a supportive sales team that offers consistent 1:1 coaching, ongoing sales learning, and real growth... 

    UniFirst

    Lexington, KY
    7 hours ago
  •  ...Route Sales Representative Route Sales Representatives are critical to our success at FritoLay! Our Route Sales Representatives are responsible for delivering, selling, and merchandising FritoLay's complete line of products including Lay's, Doritos, Cheetos, Tostitos... 
    Full time
    Local area
    Shift work
    Weekend work

    FRITO LAY

    Lexington, KY
    4 days ago
  • $100k - $250k

     ...25,000 - $250,000 Annually Are you looking for a proven sales process, career growth, and unlimited earning potential? At Erie...  ...training, and control of your income. We’re hiring Sales Representatives to help strengthen communities by safeguarding homes with... 
    Weekly pay
    Part time
    Weekend work
    Afternoon shift

    Erie Home

    Lexington, KY
    3 days ago
  • $52k - $54k

     ...merchandise product to ensure our products are available on store shelves for grocery shoppers. Place orders and drive additional sales by gaining display space and promoting new products Merchandise product, maintain display space, and rotate product Use... 
    Base plus commission
    Immediate start
    Monday to Friday

    Schwan's

    Lexington, KY
    4 days ago
  •  ...make a difference in the direction of our company. We are currently seeking a highly motivated Architectural Signage Sales Representative with a proven track record of generating new business. If you have 3+ years of experience in architectural and/or... 
    Work at office
    Local area

    gpac

    Lexington, KY
    1 day ago
  • $85k - $125k

     ...and  advancement to management roles? Leaf Home Stairlift, a division of Leaf Home LLC is looking to grow our team of Outside Sales Representatives TODAY!  Why Work with Leaf Home Stairlift? Working with Leaf Home Stairlift is more than just another job - it is an... 
    Weekly pay
    Full time
    Work from home

    LeafHome

    Lexington, KY
    3 days ago
  • $50k - $100k

     ...Entry Level Sales Representative: Job Summary: Are you financially happy in your current role? Does your current position have opportunities for growth and a rewarding career? If you need to make more money and have a pathway to career advancement, then Leaf Home... 
    Full time
    H1b
    Work at office
    Local area
    Relocation package
    Weekend work
    Afternoon shift

    LeafHome

    Lexington, KY
    2 days ago
  •  ...Route Sales Representative Location: Lexington, KY Compensation: Base salary plus commission. Schedule: Full time About Aunt Millie's Aunt Millie's, a popular family‑owned bakery, has been celebrated for its commitment to quality and community since its inception. Renowned... 
    Base plus commission
    Full time

    Page Mechanical Group Inc

    Lexington, KY
    4 days ago
  •  ...-Lay products to local stores; Drive and operate a Frito-Lay truck; Unload orders and maintain records throughout the day; Build relationships with store managers to increase sales and schedule adherence; Merchandise displays and execute national initiatives on route... 
    Local area

    FRITO LAY

    Lexington, KY
    21 hours ago
  • $100k - $200k

     ...years of experience delivering trusted home comfort solutions to customers across the country. We are hiring motivated In-Home Sales Representatives (Comfort Advisors) to help homeowners replace and upgrade their heating and air conditioning systems . This role focuses on... 
    Full time
    Seasonal work
    Relocation package

    ARS-Rescue Rooter

    Lexington, KY
    4 days ago
  • $75k

     ...your chance to earn like a highly educated professional—our proven products and systems are your roadmap to becoming a top earner in sales. If you're prepared to unlock your full potential, let us show you how to build a lucrative and rewarding future. Why Join... 
    Flexible hours
    Night shift

    Platinum Supplemental Insurance

    Versailles, Jessamine County, KY
    2 days ago
  • $95k

     ...Job Description What you should know about our team: At ADT, our Sales team is at the heart of everything we do. We're not just selling security systems, we're helping protect what matters most. Whether it's a family home or a small business, our sales professionals... 
    Temporary work
    Flexible hours

    ADT

    Lexington, KY
    2 days ago
  •  ...delivering consistently high performance. Our Pharmaceutical Sales Rep team provides the overall direction for our company, and...  ...competitive spirit. These values help our Pharmaceutical Sales Representatives set goals based on our organization's potential and what we hope... 
    Immediate start

    Innovativ Pharma

    Lexington, KY
    3 days ago
  •  ...Are you competitive, driven, and ready to earn what you're worth? We're looking for motivated sales professionals to join our growing team as Remote Commission-Based Sales Specialists in the insurance industry. This is a fully remote 1099 opportunity offering warm leads... 
    Immediate start
    Remote work

    Emergent Financial Group

    Nicholasville, KY
    1 day ago
  • $69k

     ...Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely, serving clients by providing guidance and protection solutions... 
    Remote work
    Work from home
    Flexible hours

    HMG Careers

    Versailles, Jessamine County, KY
    4 days ago
  • $150k

    Do you want to do a job that could potentially save lives every day? Do you want to be on the forefront of a technology partnership that will help create the future of smart security and home automation? Then today is a good day to become an ADT Solutions Advisor. You’...
    Flexible hours

    ADT

    Lexington, KY
    3 days ago
  •  ...Job Title What You'll Do: Achieve sales and margin levels that meet or exceed annual goals for all AT equipment offerings. Spend 80%-90% of time making sales calls in territory developing new buying accounts and building loyalty through 100% customer satisfaction from... 
    Temporary work
    Relocation package

    OTC Industrial Technologies (Ohio Transmission Corporation)

    Lexington, KY
    3 days ago
  • $20 - $80 per hour

    Company Profile Superprof is the leading tutoring platform in the USA, connecting passionate individuals with eager learners. We operate in over 63 countries, making education accessible to everyone, everywhere. Superprof is the perfect opportunity for students, graduates...
    Hourly pay
    Extra income
    Full time
    Part time
    Immediate start
    Flexible hours

    Superprof

    Lexington, KY
    4 days ago
  •  ...Job Description Job Description Position Description As an Ad Sales Representative with Decided Excellence Catholic Media (DE) you will be an integral part of growing a business whose mission is to evangelize Catholics, strengthen parishes, and provide powerful... 
    Full time
    For contractors
    Local area
    Immediate start
    Work from home
    Monday to Friday
    Flexible hours

    Decided Excellence Catholic Media

    Lexington, KY
    28 days ago
  • $50k

     ...dealership group with 25 locations across the Midwest and East South Central Regions, has an opening for a Product Support Sales Representative . McCoy Construction & Forestry, a John Deere dealership group with 25 locations across the Midwest and East South-Central... 
    Temporary work
    Remote work
    Night shift
    1 day per week

    McCoy Construction & Forestry Inc

    Lexington, KY
    4 days ago

Do you want to receive more vacancies?

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