Outside Sales Representative and Trainer
$85k - $105kCleft of the Rock, Inc.
Job Description
Job Description
Outside Sales Representative & Trainer
About Us
At Cleft of the Rock , we believe in serving people first. We help businesses and individuals protect what matters most through supplemental insurance solutions but our real mission is to care for others and provide peace of mind . Our culture is built on compassion, connection, and purpose.
Your Role
As an Outside Sales Representative & Trainer , you'll do more than sell you'll serve. You'll connect with local business owners, listen to their needs, and help them find insurance solutions that make a real difference. Along the way, you'll also train and mentor others, using your natural warmth and people skills to help your team grow and succeed.
Key Responsibilities:
Build meaningful relationships with business owners, managers, and employees
Present supplemental insurance solutions that align with client needs
Conduct group presentations and one-on-one consultations
Train and support new team members, helping them build confidence and success
Follow up with clients regularly to ensure satisfaction and continued support
Work closely with your manager to set goals and grow your impact in the field
What We Offer
Comprehensive training and mentorship to help you thrive
Weekly draw pay plus commissions and bonuses
Incentive programs including cash rewards, recognition, and travel opportunities
Opportunities for professional growth and leadership development
A supportive, mission-driven team environment centered on people and purpose
Who You Are
Compassionate, service-minded, and genuinely care about helping others
Skilled at building trust and creating lasting relationships
Encouraging and supportive a natural mentor and team player
Positive, motivated, and driven by making a meaningful impact
Licensed in Health & Life or willing to obtain a license (licensing assistance and reimbursement provided)
Company: Cleft of the Rock
Compensation: $85,000 - $105,000 per year with draw pay, commissions, and bonuses
Schedule: MondayFriday, weekends as needed
Location: In-person, business-to-business and individual sales
Join Us
If you're looking for a career where you can build relationships, serve others, and make a lasting impact , Cleft of the Rock offers the environment, training, and purpose to help you succeed as an Outside Sales Representative & Trainer .
Learn more:
$50 - $60 per hour
DataAnnotation is committed to creating high-quality AI. Enjoy the flexibility of remote work and the freedom to set your own schedule. This is an opportunity to work with us as an independent contractor. We're currently expanding into an exciting new area – teaching...SuggestedHourly payContract workFor contractorsWork experience placementRemote work- ...Division III guidelines; Support the academic progress of all team members; Demonstrate leadership, sportsmanship and conduct representative of the coaching profession and Berea College Athletics; Maintain compliance with rules and regulations of all conference and national...SuggestedPart timeFlexible hoursNight shiftAfternoon shift
- A leading electrical contracting firm in Kentucky is seeking a Journeyman Electrician 1 to lead electrical installations and repairs. Qualified candidates will have 5-7 years of experience in commercial and industrial environments and must possess a strong ability to guide...Suggested
- ...expected to:Lead the daily operations of 6-8 restaurantsTrain, develop and supervise 5-8 Restaurant General ManagersDrive top-line Sales & Traffic growth in your AreaDeliver Financial Results by controlling COS, COL, and Semi-Variable CostsEnsure Operational Excellence...SuggestedShift work
$85k - $105k
...Job Description Job Description Sales Representative & Trainer Leadership Opportunity (In-Person | Local Territory) Company: Compass Business Group Compensation: $85,000$105,000 per year (Draw Pay + Commission + Bonuses) Schedule: MondayFriday (occasional...SuggestedWeekly payFull timeFor contractorsLocal areaImmediate start$18 - $23 per hour
Job Description Job Description Are you passionate about soccer and working with children? If so, we have an exciting opportunity for you to join our team at Super Soccer Stars as a Soccer Stars Coach! In this role, you will lead our children in fun and educational...Flexible hoursWeekend workDay shift- ...Vector Marketing is running immediate interviews for part time sales positions. Basic responsibilities include selling our Cutco... ...career sales performance — not length of service or annual resets. Representatives are paid a base (24.00 base-appt) or commission, whichever is...Weekly payFull timePart timeWork experience placementInternshipWork at officeImmediate startFlexible hours
- ...Loan Sales Specialist At OneMain, Loan Sales Specialists empower customers by listening to their needs and providing access to friendly, fast, and affordable financing for life's expenses. In this role, our team members thrive in a competitive atmosphere where hard...Local areaMonday to Friday
- ATG Recruiting, a division of Hello Logistics Solutions Remote | Independent Contractor (1099)ATG Recruiting, a division of Hello Logistics Solutions, focuses on identifying and developing licensed Property & Casualty agents who want to specialize in commercial trucking...For contractorsRemote work
- Certified Nursing Assistant (CNA) – Medical Explorers Ignite Academy **2026 Ignite Academy Graduates Apply Here** This posting is intended to collect applications from 2026 graduates of the Medical Explorers Academy and share qualified candidates with department leaders...
$85k - $105k
...Job Description Job Description Insurance Sales Representative & Trainer About Us At Cleft of the Rock , we provide businesses and individuals with supplemental insurance solutions that protect what matters most. Our team values integrity, responsibility...Weekly payWeekend work- ...Job Description 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...Weekly payWork experience placement
- A leading electrical contracting firm is seeking a Journeyman Electrician 1 in Berea, Kentucky. You will oversee small teams, perform electrical installations and repairs, and mentor apprentices. The ideal candidate should have 5-7 years of hands-on experience in commercial...
- Job Description Madison Southern High School is seeking qualified candidates for paid coaching positions. These positions provide an opportunity to work with student-athletes in a positive, educational, and competitive environment while helping to build successful athletic...Work visa
- Job Details Job ID: 5786388 Application Deadline: Posted until filled Posted: Jun 17, 2026 4:00 AM (UTC) Starting Date: Immediately Position Type: Part-Time Job Description Madison Southern High School is seeking qualified candidates for paid coaching positions. These ...Part timeImmediate startWork visa
- ...* Lead the daily operations of 6-8 restaurants * Train, develop and supervise 5-8 Restaurant General Managers * Drive top-line Sales & Traffic growth in your Area * Deliver Financial Results by controlling COS, COL, and Semi-Variable Costs * Ensure Operational...Shift work
$60k - $93k
...Job Description Job Description Overview Cellular Sales is Growing! Average and High-End Sales Consultants earn $60,... ...and inclusion. Are you ready to take control of your income and represent the best? We’re Verizon’s premier retail partner and have received...Local area- Job Description Job Description Brick/Block Laborer – Commercial Projects Year-Round Work | Lang Masonry Contractors About the Role: Lang Masonry Contractors is seeking construction Laborers for year-round commercial Masonry work throughout Ohio, West ...For contractorsFlexible hours
$65k - $85k
...Job Description Job Description Junior Sales Representative About Us At Cleft of the Rock , we believe business is about more than numbers it's about people. Our mission is to provide compassionate, thoughtful solutions that help both businesses and individuals...Full timeFor contractorsLocal areaImmediate start- ...Job Description Job Description Alleviation is expanding our sales team tailored for individuals who crave autonomy, value work/life balance, and seek continuous growth opportunities. We hold firm to the belief that our culture of Ownership, Growth, and Service stands...Weekly payWork experience placementLocal area
- ...Job Description Job Description Job Overview: As a Sales Representative at United Wireless, you will be part of a team of experts that brings the brand to life. Your role will involve building excitement around products and services, offering personalized solutions...Full timeTemporary workFlexible hours
$2,500 per month
...leads – people who are only interested in Lincoln Heritage. Weekly Pay: Up to $2,500 – Commission Only Position: Life Insurance Sales Company: Lincoln Heritage Life Insurance Company® Who We Are: Lincoln Heritage is the largest final expense life insurance...Weekly payLocal area- Job Description Job Description Are you ready to have an awesome job where you will have FUN, get paid to do what you love, and have a blast inspiring kids to reach their goals in sports and in life? If you answered YES, then keep reading below because this job may...Summer workImmediate startMonday to Friday
- Job Description Job Description Do you want to positively impact the lives of today’s youth? Due to our continued growth, Tumble Shine is looking to add to our awesome team!! We are looking for AMAZING people who LOVE working with children. Experience is not necessary...Part timeNight shiftWeekend work
$65k - $85k
...Job Description Job Description Entry-Level Sales Representative Company: Compass Business Group Employment Type: Full-Time | Independent Contractor Industry: Supplemental Insurance | B2B / Direct Sales Compensation: Commission-Based (Average $65,000...Full timeFor contractorsLocal area$65k - $85k
...Job Description Job Description Entry-Level Sales Representative Own Your Success Company: Compass Business Group Pay: Commission-Based ($65K$85K avg/year) + optional base draw Location: Local Territory | In-person Schedule: Full-Time | Flexible...Full timeLocal areaImmediate startFlexible hours
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Outside Sales Representative and Trainer. Be the first to apply!
- technology sales representative Richmond, KY
- sales representative insurance Richmond, KY
- field sales representative Richmond, KY
- sales agent Richmond, KY
- sales representative flooring Richmond, KY
- commercial banking specialist Richmond, KY
- sales specialist flooring Richmond, KY
- inside sales representative Richmond, KY
- telecommunications sales representative Richmond, KY
- commercial administrator Richmond, KY



