Outside Sales Pro — Training, Draw Pay & Growth

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

Benefits offered by this job

Training

Mentorship

Draw pay

Commissions

Bonuses

Trips

Flexible schedule

Team environment

Job summary

Cleft of the Rock is seeking an Outside Sales Representative to visit businesses, meet decision-makers, and guide clients through supplemental insurance options that fit their needs. You will build lasting relationships and help clients feel secure in their choices.

We offer hands-on training, weekly draw pay with commissions and bonuses, incentive trips, and a flexible schedule. This role supports a remote/hybrid in-person, B2B sales environment.

Qualifications

• Requires ability to meet business owners, managers, and employees in person.
• Strong presentation and communication skills for small to large groups.
• Able to build and manage a personal book of business.

Responsibilities

• Meet face-to-face with business owners, managers, and employees in your territory.
• Lead presentations to groups (1–100+ employees).
• Build and maintain your own book of business.
• Follow up on leads and schedule appointments.
• Support clients through the sales process with manager alignment.

Skills

Sales experience

Face-to-face meetings

Presentation skills

Relationship building

Education

Health & Life Insurance licensing (or willingness to obtain)

Job description

Cleft of the Rock is seeking an Outside Sales Representative to visit businesses, meet decision-makers, and guide clients through supplemental insurance options that fit their needs. You will build lasting relationships and help clients feel secure in their choices.

We offer hands-on training, weekly draw pay with commissions and bonuses, incentive trips, and a flexible schedule. This role supports a remote/hybrid in-person, B2B sales environment.