Outside Sales Representative And Trainer

Allegiant Business Group • Cleveland, TX

4d • Onsite

About The Position

Allegiant Business Group is hiring a field-based Outside Sales Representative And Trainer to sell supplemental benefit solutions to small and mid-sized employers while training and coaching newer sales representatives. The role is conducted face-to-face in a local territory and is a 1099 independent contractor engagement, not a remote trainer position.

The representative will build and maintain their own client portfolio and deliver benefit presentations to business owners and employee groups. They will also support the development of newer representatives through ride-alongs, mentoring, field coaching, debriefs, role-plays, and training materials. The position combines individual sales production with team coaching and coordination with leadership to improve activity and conversion metrics.

Compensation is commission-based, with additional incentives and a draw program. Allegiant provides licensing assistance and training materials, and offers scheduling flexibility for training sessions.

Requirements

• Demonstrated success in outside sales or B2B sales.
• Prior experience mentoring, training, or coaching sales professionals in the field.
• Strong presentation skills, including comfort with one-on-one meetings and groups of 20–75 or more.
• Organized, practical, and steady approach, with the ability to follow systems and help others do the same.
• Familiarity with CRM systems and a data-driven approach to coaching.
• Licensed in Health & Life insurance, or willing to obtain licensure within 90 days.
• Reliable transportation and willingness to travel regularly within the assigned territory.
• Comfort operating as an independent contractor.

Nice To Haves

• Experience in benefits, insurance, or related fields.
• Salesforce experience.

Responsibilities

• Serve as a dependable outside sales producer in the assigned territory.
• Deliver clear, professional benefit presentations to business owners and employee groups.
• Conduct ride-alongs, call and meeting debriefs, role-plays, and field coaching for new and developing representatives.
• Develop and maintain concise training materials, playbooks, and short coaching modules.
• Work with leadership to set realistic activity goals and improve conversion metrics.
• Maintain a personal client portfolio while supporting the growth and retention of the team's production.

Benefits

• Commission-based compensation.
• Additional earnings through incentives.
• Draw program for extra financial security.
• Licensing assistance.
• Training materials.
• Scheduling flexibility for training sessions.

What This Job Offers

• Career Level: Mid Level
• Education Level: No Education Listed