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 annually through a base draw, commissions, and bonuses. Divinity Group provides supplemental insurance solutions to help businesses protect their people. The role combines personal sales production with hands-on coaching and development of new representatives. It supports the company’s sales goals by following a structured sales process, building trust with business decision-makers, and helping the team maintain consistent standards and readiness.

What you'll do

• Conduct face-to-face B2B sales
• execute the structured sales process and meet performance standards
• build trust with business owners
• maintain accurate reporting and performance tracking
• train and develop new representatives through field coaching
• provide direction, feedback, and accountability
• support team readiness and continuous improvement.

What we're looking for

Skills & competencies

outside sales representative

trainer

remote

local field operations

b2b sales

supplemental insurance

sales coaching

team development

performance tracking

divinity group

monday–friday

occasional weekends

Work arrangement

• Weekend coverage required

Benefits & perks

• Performance-based compensation with uncapped earning potential
• licensing assistance and reimbursement
• professional development and mentorship
• advancement path into leadership and training.

Why this role

Remote role with local-community field operations; combines individual sales production with representative training; licensing assistance and reimbursement.

About the employer

Divinity Group LLC is hiring for this role. Industry: All Other Insurance Related Activities. Sector: 52.