Insurance Sales Representative and Trainer

Cleft of the Rock, Inc.

Jesup (IA)

On-site

USD 85,000 - 105,000

Full time

14 days+
Application generator

A complete application in a minute — tailored resume and cover letter, ready to send.

Get past ATS filters

Benefits offered by this job

Comprehensive training and mentorship
Weekly draw pay
Commissions and bonuses
Incentives including cash rewards
Career advancement opportunities

Job summary

Cleft of the Rock, Inc. is seeking an Insurance Sales Representative & Trainer to merge client-focused insurance solutions with team mentorship.

You will guide clients through options with clarity and care, and you will train and support your colleagues to succeed while upholding high standards. This role offers structured training, consistent draw pay plus commissions and bonuses, and opportunities for career advancement in a values-driven environment that emphasizes integrity, responsibility,

Qualifications

  • Principled, detail-oriented, and committed to serving clients and team members with excellence.
  • Reliable, ethical, and motivated by helping others make the right decisions.
  • Licensed in Health & Life or willing to obtain a license (reimbursement provided).

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.

Skills

Sales
Training
Client relations
Mentoring

Education

Health & Life license (preferred)
Bachelor's degree optional

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 with draw pay, commissions, and bonuses
Schedule:Monday–Friday, 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

Get your free, confidential resume review.

or drag and drop your file here.

Similar jobs

Similar jobs worth comparing

Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Humble (TX)

On-site
USD 85,000 - 105,000
Training and mentorship
Draw pay, commissions, and bonuses
Stock options
+2
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Northport (AL)

On-site
USD 85,000 - 105,000
Comprehensive training
Draw pay + commissions
Incentives program
+2
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Waxahachie (TX)

On-site
USD 85,000 - 105,000
Comprehensive training and mentorship
Draw pay, commissions and bonuses
Career advancement opportunities
+1
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Haltom City (TX)

On-site
USD 85,000 - 105,000
Training & mentorship
Draw pay + commissions
Bonuses & incentives
+3
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Fort Mitchell (KY)

On-site
USD 85,000 - 105,000
Training and mentorship
Weekly draw pay
Commissions and bonuses
+3
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Jacksonville (AR)

On-site
USD 85,000 - 105,000
Comprehensive training
Draw pay & commissions
Bonuses and recognition
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Enterprise (AL)

On-site
USD 85,000 - 105,000
Training and mentorship
Weekly draw pay
Commissions and bonuses
+1
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Maryville (TN)

On-site
USD 85,000 - 105,000
Training & mentorship
Draw pay, commissions
Incentive programs
+2
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Saint Charles (MO)

On-site
USD 85,000 - 105,000
Comprehensive training and mentorship
Draw pay with commissions and bonuses
Incentives including cash rewards and+
+2
Insurance Sales Representative and Trainer
Insurance Sales Representative and Trainer

Cleft of the Rock, Inc. • Mercedes (TX)

On-site
USD 85,000 - 105,000
Weekly draw pay
Commissions
Bonuses
+2