Outside Sales Representative and Trainer

Job overview

The Outside Sales Representative and Trainer role is remote, with business-to-business field operations in the employee’s local community. Compensation is $75,000–$95,000 per year. Divinity Group provides supplemental insurance solutions to help businesses protect their people. The role combines personal sales production with hands-on coaching of new representatives. It supports the company’s sales goals by building business relationships, following a structured sales process, and developing team members’ readiness and performance.

What you'll do

• Conduct face-to-face B2B sales
• follow the structured sales process and performance standards
• build trust with business owners
• maintain accurate reporting and performance tracking
• coach and develop new representatives in the field
• set standards for preparation and conduct
• provide direction, feedback, and accountability
• support team readiness and continuous improvement.

What we're looking for

Skills & competencies

outside sales representative

trainer

b2b sales

supplemental insurance

remote

local field operations

divinity group

full-time

independent contractor

$75k–$95k

sales coaching

licensing assistance

Work arrangement

• Weekend coverage required

Benefits & perks

• Licensing assistance and reimbursement, professional development, mentorship, and advancement opportunities.

Why this role

Full-time independent contractor role; Monday–Friday with occasional weekends as needed; licensing assistance and reimbursement; ongoing professional development and mentorship; advancement opportunities.

About the employer

Divinity Group LLC is hiring for this role. Industry: Direct Health and Medical Insurance Carriers. Sector: 52.