Territory Insurance Sales Pro — Commission-Driven & Remote

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

Benefits offered by this job

Training & mentorship

Draw pay & commissions

Incentives & stock options

Flexible schedule

Supportive team

Job summary

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to connect with business owners and decision-makers, guiding clients through supplemental insurance options. This role emphasizes building trust, providing solutions, and helping clients feel secure in their choices.

You will develop your own book of business, run presentations for groups, and collaborate with your manager to set goals, while enjoying a supportive, mentorship-driven environment with performance bonuses.

Qualifications

• Licensed in Health & Life or willing to obtain license with reimbursement.
• Strong communication and relationship-building skills.
• Self-motivated, independent and resilient.

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

Relationship building

Group presentations

Self-motivated

Resilience

Independent work

Education

Health & Life license

Job description

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to connect with business owners and decision-makers, guiding clients through supplemental insurance options. This role emphasizes building trust, providing solutions, and helping clients feel secure in their choices.

You will develop your own book of business, run presentations for groups, and collaborate with your manager to set goals, while enjoying a supportive, mentorship-driven environment with performance bonuses.