Top 2 Sales trainer Jobs in Winchester, Ky

Insurance Sales Representative and Trainer
Cleft of the Rock, Inc. —Winchester, KY
- $85,000 - $105,000 a year
- Weekends as needed
- Mid-level
- Team management
- Mentoring
- Opportunities for advancement
Quick Apply
Sales Representative and Trainer
Cleft of the Rock, Inc. —Nicholasville, KY
- $85,000 - $105,000 a year
- Weekends as needed
- Remote
- Mid-level
- Mentoring
- Opportunities for advancement
Quick Apply

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Clinical Sales Trainer
Option Care Enterprises, Inc. —Columbus, OH
Assist with the design and implementation of sales training programs. Work collaboratively with subject matter experts to develop sales training content in line…
$70,218.51 - $117,008.35 a year
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5d
Sales Trainer
Vertiv —Westerville, OH
 Instructional design, facilitation, or technical training certifications preferred (e.g., ATD, CPTD, technical vendor certifications), but not required.

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Insurance Sales Representative and Trainer

Cleft of the Rock, Inc.
Winchester, KY

Quick Apply

Job Details

Full-time
$85,000 - $105,000 a year

Benefits

Stock options
License reimbursement
Opportunities for advancement

Qualifications

Insurance needs analysis
Customer follow-ups
Insurance products customer support
Customer relationship building
Professional ethics
Client rapport building
Insurance policy presentations
In-person customer service
Health insurance plan information
Mid-level
Performance management
Life insurance knowledge
Sales presentations
B2B business model
Team management
Client retention
Team training
Coordinating with insurance clients
Mentoring
Health insurance sales
Corporate sales environment
Life insurance sales
Business insurance sales
Insurance sales
Life & Health Insurance License
Sales follow-up
Experience with customer site (as sales environment)

Full 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, and a genuine desire to serve, creating a culture where professionals who care about doing the right thing and helping others can thrive.

Your Role

As 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:

Meet with business owners, managers, and employees to present insurance solutions clearly and thoughtfully
Conduct individual consultations and group presentations for teams of various sizes
Build and maintain your own book of business with careful attention to client needs
Train and mentor new team members, providing guidance with both professionalism and support
Follow up on leads, maintain client relationships, and ensure a positive experience for every client
Collaborate with management to set goals, track performance, and uphold best practices

What We Offer

Comprehensive training and mentorship focused on excellence and service
Weekly draw pay, plus commissions and bonuses
Incentives including cash rewards, stock options, and recognition programs
Opportunities for career advancement and professional growth
A structured, supportive environment where quality, integrity, and client care are valued

Who You Are

Principled, detail-oriented, and committed to serving clients and team members with excellence
Reliable, ethical, and motivated by helping others make the right decisions
Professional, patient, and skilled at building trust while maintaining high standards
Independent yet collaborative, with a focus on meaningful impact
Licensed in Health & Life or willing to obtain a license (reimbursement provided)

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 sales

Join Us

This 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.

Learn more: www.thecleftoftherock.com

Quick Apply

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sales trainer jobs in winchester, ky

Insurance Sales Representative and Trainer

Sales Representative and Trainer

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