Field Insurance Sales Pro | Territory Growth

Cleft of the Rock, Inc.; Collierville (TN); Hybrid; USD 75,000 - 95,000; Full time

Benefits offered by this job

Hands-on training

Draw pay & commissions

Incentive trips

Stock opportunities

Flexible schedule

Collaborative team

Job summary

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to visit businesses, connect with decision-makers, and guide clients through supplemental insurance options.

This role emphasizes building lasting relationships and managing a B2B sales process in a hybrid remote/in-person setting. You will earn a guaranteed draw plus commissions and bonuses, with opportunities for stock rewards and incentive trips, while benefiting from a flexible schedule and a collaborative team that values

Qualifications

• Passionate about helping others and building meaningful relationships.
• Self-motivated, independent, and resilient.
• Professional, approachable, and confident presenting to groups.
• Licensed in Health & Life or willing to obtain a license with reimbursement provided.

Responsibilities

• Meet face-to-face with business owners, managers, and employees in your territory.
• Lead presentations to small groups and larger teams (1–100+ employees).
• Build and maintain your own book of business.
• Follow up on leads, schedule appointments, and support clients throughout the process.
• Work closely with your manager to set goals and track progress.

Job description

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to visit businesses, connect with decision-makers, and guide clients through supplemental insurance options.

This role emphasizes building lasting relationships and managing a B2B sales process in a hybrid remote/in-person setting. You will earn a guaranteed draw plus commissions and bonuses, with opportunities for stock rewards and incentive trips, while benefiting from a flexible schedule and a collaborative team that values