Remote Outside Sales Pro - Build Relationships & Impact

Cleft of the Rock, Inc.; New Castle (IN); Hybrid; USD 75,000 - 95,000; Full time

Benefits offered by this job

Training and mentorship

Draw pay + commissions

Performance bonuses

Incentive trips

Stock opportunities

Flexible schedule

Job summary

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to visit clients, present supplemental insurance options, and build lasting business relationships. You will meet decision-makers, guide clients through choices, and help them feel secure in their coverage decisions.

The role emphasizes face-to-face engagement, ongoing training, and a collaborative team culture with a focus on service and impact.

Qualifications

• Must be passionate about helping others and building meaningful relationships.
• 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.

Skills

People skills

Public speaking

Relationship building

Self-motivation

Job description

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to visit clients, present supplemental insurance options, and build lasting business relationships. You will meet decision-makers, guide clients through choices, and help them feel secure in their coverage decisions.

The role emphasizes face-to-face engagement, ongoing training, and a collaborative team culture with a focus on service and impact.